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124505-87-9

124505-87-9 | 4H-Imidazo[4,5-b]pyridine-4-hexanoic acid, α-amino-2-[[(4S)-4-amino-4-carboxybutyl]amino]-, (αS)-

CAS No: 124505-87-9 Catalog No: AG000M4Y MDL No:

Product Description

Catalog Number:
AG000M4Y
Chemical Name:
4H-Imidazo[4,5-b]pyridine-4-hexanoic acid, α-amino-2-[[(4S)-4-amino-4-carboxybutyl]amino]-, (αS)-
CAS Number:
124505-87-9
Molecular Formula:
C17H26N6O4
Molecular Weight:
378.4261
IUPAC Name:
(2S)-2-amino-6-[2-[[(4S)-4-amino-4-carboxybutyl]amino]imidazo[4,5-b]pyridin-4-yl]hexanoic acid
InChI:
InChI=1S/C17H26N6O4/c18-11(15(24)25)5-1-2-9-23-10-4-7-13-14(23)22-17(21-13)20-8-3-6-12(19)16(26)27/h4,7,10-12H,1-3,5-6,8-9,18-19H2,(H,20,21)(H,24,25)(H,26,27)/t11-,12-/m0/s1
InChI Key:
AYEKKSTZQYEZPU-RYUDHWBXSA-N
SMILES:
N[C@H](C(=O)O)CCCCn1cccc2c1nc(n2)NCCC[C@@H](C(=O)O)N
UNII:
BJ4I2X2CQJ

Properties

Complexity:
494  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
378.202g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
378.433g/mol
Monoisotopic Mass:
378.202g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
169A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.7  

Literature

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Simple and sensitive method for quantification of fluorescent enzymatic mature and senescent crosslinks of collagen in bone hydrolysate using single-column high performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090101
Iron behaving badly: inappropriate iron chelation as a major contributor to the aetiology of vascular and other progressive inflammatory and degenerative diseases. BMC medical genomics 20090101
Antioxidant status of patients on peritoneal dialysis: associations with inflammation and glycoxidative stress. Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis 20090101
N(epsilon)-(Carboxymethyl)lysine and Coronary Atherosclerosis-Associated Low Density Lipoprotein Abnormalities in Type 2 Diabetes: Current Status. Journal of clinical biochemistry and nutrition 20090101
Quantification of Modified Tyrosines in Healthy and Diabetic Human Urine using Liquid Chromatography/Tandem Mass Spectrometry. Journal of clinical biochemistry and nutrition 20090101
Rapid glycation with D-ribose induces globular amyloid-like aggregations of BSA with high cytotoxicity to SH-SY5Y cells. BMC cell biology 20090101
quantitative determination of collagen cross-links. Methods in molecular biology (Clifton, N.J.) 20090101
RAGE (Receptor for Advanced Glycation Endproducts), RAGE ligands, and their role in cancer and inflammation. Journal of translational medicine 20090101
Green tea polyphenol epigallocatechin-3-gallate inhibits advanced glycation end product-induced expression of tumor necrosis factor-alpha and matrix metalloproteinase-13 in human chondrocytes. Arthritis research & therapy 20090101
Developments in the scientific understanding of osteoarthritis. Arthritis research & therapy 20090101
Relationship of compartment-specific structural knee status at baseline with change in cartilage morphology: a prospective observational study using data from the osteoarthritis initiative. Arthritis research & therapy 20090101
Impact of residual renal function on plasma levels of advanced oxidation protein products and pentosidine in peritoneal dialysis patients. Nephron. Clinical practice 20090101
Pentosidine - a new biochemical marker in diabetic retinopathy. Ophthalmic research 20090101
Advanced glycation end products induce cell cycle arrest and proinflammatory changes in osteoarthritic fibroblast-like synovial cells. Arthritis research & therapy 20090101
Increased pentosidine, an advanced glycation end-product, in urine and tissue reflects disease activity in inflammatory bowel diseases. Journal of gastroenterology and hepatology 20081201
Inhibition of crystallin ascorbylation by nucleophilic compounds in the hSVCT2 mouse model of lenticular aging. Investigative ophthalmology & visual science 20081101
Antiglycative and anti-VEGF effects of s-ethyl cysteine and s-propyl cysteine in kidney of diabetic mice. Molecular nutrition & food research 20081101
Collagen maturity, glycation induced-pentosidine, and mineralization are increased following 3-year treatment with incadronate in dogs. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20080901
Skin-autofluorescence, a measure of tissue advanced glycation end-products (AGEs), is related to diastolic function in dialysis patients. Journal of cardiac failure 20080901
Pentosidine accumulation in human oocytes and their correlation to age-related apoptosis. Acta histochemica et cytochemica 20080828
Increased serum endogenous secretory receptor for advanced glycation end-product (esRAGE) levels in type 2 diabetic patients with decreased renal function. Diabetes research and clinical practice 20080801
[Daily practice using the guidelines for prevention and treatment of osteoporosis. How do we realize the bone quality in routine practice using Japanese guideline for osteoporosis prevention and treatment?]. Clinical calcium 20080801
Modification of the oxidative stress biomarker AOPP assay: application in uremic samples. Clinica chimica acta; international journal of clinical chemistry 20080717
Hyperglycemia-induced reactive oxygen species toxicity to endothelial cells is dependent on paracrine mediators. Diabetes 20080701
RAGE and modulation of ischemic injury in the diabetic myocardium. Diabetes 20080701
Can serum pentosidine levels predict risk of vertebral fracture in patients with type 2 diabetes mellitus? Nature clinical practice. Endocrinology & metabolism 20080701
Structural basis of growth-related gain and age-related loss of bone strength. Rheumatology (Oxford, England) 20080701
The association of advanced glycation end-products with glutathione status. Annals of clinical biochemistry 20080701
Autoimmunity and oxidatively modified autoantigens. Autoimmunity reviews 20080701
Neurodegenerative diseases of the retina and potential for protection and recovery. Current neuropharmacology 20080601
Age and disease-related structural changes in the retinal pigment epithelium. Clinical ophthalmology (Auckland, N.Z.) 20080601
Taurine administration after appearance of proteinuria retards progression of diabetic nephropathy in rats. The Kobe journal of medical sciences 20080523
Collagen turnover in normal and degenerate human intervertebral discs as determined by the racemization of aspartic acid. The Journal of biological chemistry 20080404
Cobalt ameliorates renal injury in an obese, hypertensive type 2 diabetes rat model. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20080401
Pentosidine effects on human osteoblasts in vitro. Annals of the New York Academy of Sciences 20080401
Modification of vimentin: a general mechanism of nonenzymatic glycation in human skin. Annals of the New York Academy of Sciences 20080401
Bisphosphonates alter trabecular bone collagen cross-linking and isomerization in beagle dog vertebra. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20080301
Serum pentosidine levels are positively associated with the presence of vertebral fractures in postmenopausal women with type 2 diabetes. The Journal of clinical endocrinology and metabolism 20080301
Bone degeneration and recovery after early and late bisphosphonate treatment of ovariectomized wistar rats assessed by in vivo micro-computed tomography. Calcified tissue international 20080301
[Assessment of bone quality. Effects of bisphosphonates, raloxifene, alfacalcidol, and menatetrenone on bone quality: collagen cross-links, mineralization, and microdamage]. Clinical calcium 20080301
Soluble Receptor for advanced glycation end products (RAGE) is a prognostic factor for heart failure. Journal of cardiac failure 20080301
Renoprotective effects of the AGE-inhibitor pyridoxamine in experimental chronic allograft nephropathy in rats. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20080201
Glycated fetal calf serum affects the viability of an insulin-secreting cell line in vitro. Metabolism: clinical and experimental 20080201
Advanced glycation end-product pentosidine accumulates in various tissues of rats with high fructose intake. Physiological research 20080101
Etanercept reduces the oxidative stress marker levels in patients with rheumatoid arthritis. Rheumatology international 20080101
Oxidative stress and asymmetric dimethylarginine is independently associated with carotid intima media thickness in peritoneal dialysis patients. American journal of nephrology 20080101
Measurements of mobile and bound water by nuclear magnetic resonance correlate with mechanical properties of bone. Bone 20080101
An in vitro model to test the contribution of advanced glycation end products to bone biomechanical properties. Bone 20080101
Nonenzymatic collagen cross-links induced by glycoxidation (pentosidine) predicts vertebral fractures. Journal of bone and mineral metabolism 20080101
A proposed new classification for diabetic retinopathy: the concept of primary and secondary vitreopathy. Indian journal of ophthalmology 20080101
Interleukin-6 is a better predictor of mortality as compared to C-reactive protein, homocysteine, pentosidine and advanced oxidation protein products in hemodialysis patients. Blood purification 20080101
Biochemical study of collagen and its crosslinks in the anterior cruciate ligament and the tissues used as a graft for reconstruction of the anterior cruciate ligament. Connective tissue research 20080101
Reduction of oxidative stress marker levels by anti-TNF-alpha antibody, infliximab, in patients with rheumatoid arthritis. Clinical and experimental rheumatology 20080101
UV-A-induced structural and functional changes in human lens deamidated alphaB-crystallin. Molecular vision 20080101
AGEs and glucose levels modulate type I and III procollagen mRNA synthesis in dermal fibroblasts cells culture. Experimental diabetes research 20080101
Cardiac troponin T and advanced glycation end-products in hemodialysis patients. American journal of nephrology 20080101
Serum levels of the advanced glycation end products Nepsilon-carboxymethyllysine and pentosidine are not influenced by treatment with the angiotensin receptor II type 1 blocker irbesartan in patients with type 2 diabetic nephropathy and hypertension. Nephron. Clinical practice 20080101
Collagen in its fibrillar state is protected from glycation. The international journal of biochemistry & cell biology 20080101
Role of advanced glycation end products in diabetic neuropathy. Current pharmaceutical design 20080101
PPARgamma Agonists: Potential as Therapeutics for Neovascular Retinopathies. PPAR research 20080101
An in vitro assay of collagen fiber alignment by acupuncture needle rotation. Biomedical engineering online 20080101
Reduction of plasma asymmetric dimethylarginine in obese patients with chronic kidney disease after three years of a low-protein diet supplemented with keto-amino acids: a randomized controlled trial. Wiener klinische Wochenschrift 20080101
The clinical relevance of assessing advanced glycation endproducts accumulation in diabetes. Cardiovascular diabetology 20080101
Immunochemical detection of glycated lens crystallins and their circulating autoantibodies in human serum during aging. Molecular vision 20080101
Inhibitory effects of ethyl acetate extract of Teucrium polium on in vitro protein glycoxidation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20071201
Thiazolidinediones provide better renoprotection than insulin in an obese, hypertensive type II diabetic rat model. Kidney international 20071201
Collagen, cross-linking, and advanced glycation end products in aging human skeletal muscle. Journal of applied physiology (Bethesda, Md. : 1985) 20071201
Endothelial dysfunction in diabetes mellitus. Vascular health and risk management 20071201
Oxidative stress and cellular stress response in diabetic nephropathy. Cell stress & chaperones 20071201
[Assessment of bone quality with metabolic bone markers]. Nihon rinsho. Japanese journal of clinical medicine 20071128
Relationship between proinsulin-to-insulin ratio and advanced glycation endproducts in Japanese type 2 diabetic subjects. Diabetes research and clinical practice 20071101
Confocal Raman microscopy can quantify advanced glycation end product (AGE) modifications in Bruch's membrane leading to accurate, nondestructive prediction of ocular aging. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20071101
Advanced glycation end products and the absence of premature atherosclerosis in glycogen storage disease Ia. Journal of inherited metabolic disease 20071101
Dehydroepiandrosterone administration counteracts oxidative imbalance and advanced glycation end product formation in type 2 diabetic patients. Diabetes care 20071101
Contents of pentosidine in the tissue of the intervertebral disc as an indicator of the human age. Soudni lekarstvi 20071001
Achilles tendinosis: changes in biochemical composition and collagen turnover rate. The American journal of sports medicine 20070901
Angiotensin II receptor blocker inhibits abnormal accumulation of advanced glycation end products and retinal damage in a rat model of type 2 diabetes. Experimental eye research 20070901
[Is the serum concentration of pentosidine a predictor of cardiovascular events in patients with type 2 diabetes and kidney disease?]. Deutsche medizinische Wochenschrift (1946) 20070901
Role of N-(carboxymethyl)lysine in the development of ischemic heart disease in type 2 diabetes mellitus. Journal of clinical biochemistry and nutrition 20070901
Nonenzymatic antioxidative and antiglycative effects of oleanolic acid and ursolic acid. Journal of agricultural and food chemistry 20070822
Aspirin inhibits the formation of pentosidine, a cross-linking advanced glycation end product, in collagen. Diabetes research and clinical practice 20070801
Serum vitamin E and oxidative protein modification in hemodialysis: a randomized clinical trial. American journal of kidney diseases : the official journal of the National Kidney Foundation 20070801
Effect of the super-flux cellulose triacetate dialyser membrane on the removal of non-protein-bound and protein-bound uraemic solutes. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20070701
Age-related factors affecting the postyield energy dissipation of human cortical bone. Journal of orthopaedic research : official publication of the Orthopaedic Research Society 20070501
Methylglyoxal inhibits glycation-mediated loss in chaperone function and synthesis of pentosidine in alpha-crystallin. Experimental eye research 20070501
Treatment with anti-TNF-alpha antibody infliximab reduces serum IL-15 levels in patients with rheumatoid arthritis. Clinical rheumatology 20070401
Flavonoids inhibit the formation of the cross-linking AGE pentosidine in collagen incubated with glucose, according to their structure. European journal of nutrition 20070401
Forty years of furosine - forty years of using Maillard reaction products as indicators of the nutritional quality of foods. Molecular nutrition & food research 20070401
High serum level of pentosidine, an advanced glycation end product (AGE), is a risk factor of patients with heart failure. Journal of cardiac failure 20070401
Advanced glycation end products and antioxidant status in type 2 diabetic patients with and without peripheral artery disease. Diabetes care 20070301
Non-enzymatic glycation of bone collagen modifies osteoclastic activity and differentiation. The Journal of biological chemistry 20070223
Urinary pentosidine does not predict cartilage loss among subjects with symptomatic knee OA: the BOKS Study. Osteoarthritis and cartilage 20070101
Advanced glycation end product deposits in climatic droplet keratopathy. The British journal of ophthalmology 20070101
Endogenous secretory receptor for advanced glycation endproducts levels are correlated with serum pentosidine and CML in patients with type 1 diabetes. Arteriosclerosis, thrombosis, and vascular biology 20070101
Indoxyl sulfate and atherosclerotic risk factors in hemodialysis patients. American journal of nephrology 20070101
Advanced glycation end-product pentosidine is not a relevant marker of disease activity in patients with rheumatoid arthritis. Physiological research 20070101
Carbonyl stress reduction in peritoneal dialysis fluid: development of a novel high-affinity adsorption bead. Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis 20070101
The road to advanced glycation end products: a mechanistic perspective. Current medicinal chemistry 20070101
Methotrexate reduces the levels of pentosidine and 8-hydroxy-deoxy guanosine in patients with rheumatoid arthritis. Modern rheumatology 20070101
Immunohistochemical study of N-epsilon-carboxymethyl lysine (CML) in human brain: relation to vascular dementia. BMC neurology 20070101
[Inhibition of advanced glycation by flavonoids. A nutritional implication for preventing diabetes complications?]. Journal de la Societe de biologie 20070101
[The metabolic, nutritional and toxicological consequences of ingested dietary Maillard reaction products: a literature review]. Journal de la Societe de biologie 20070101
Methodology and applications of disease biomarker identification in human serum. Biomarker insights 20070101
Endogenous Secretory RAGE as a Novel Biomarker for Metabolic Syndrome and Cardiovascular Diseases. Biomarker insights 20070101
Effects of valsartan therapy on protein glycoxidation. Metabolism: clinical and experimental 20061201
[Elevated plasma concentration of homocysteine, low level of vitamin B6, pyridoxal, and vitamin D insufficiency in patients with hip fracture: a possible explanation for detrimental cross-link pattern in bone collagen]. Clinical calcium 20061201
Correlation between pentosidine and endothelin-1 in subjects undergoing chronic hemodialysis. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20061201
Plasma pentosidine and total homocysteine levels in relation to change in common carotid intima-media area in the first year of dialysis therapy. Clinical nephrology 20061201
Contribution of the advanced glycation end product pentosidine and of maturation of type I collagen to compressive biomechanical properties of human lumbar vertebrae. Bone 20061101
Evaluation of a urinary multi-parameter biomarker set for oxidative stress in children, adolescents and young adults. Free radical research 20061101
Diabetes mellitus exacerbates advanced glycation end product accumulation in the veins of end-stage renal failure patients. Vascular medicine (London, England) 20061101
Role of collagen enzymatic and glycation induced cross-links as a determinant of bone quality in spontaneously diabetic WBN/Kob rats. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20061001
Age-related accumulation of pentosidine in aggrecan and collagen from normal and degenerate human intervertebral discs. The Biochemical journal 20061001
Advanced glycation end-products and methionine sulphoxide in skin collagen of patients with type 1 diabetes. Diabetologia 20061001
Degree of mineralization-related collagen crosslinking in the femoral neck cancellous bone in cases of hip fracture and controls. Calcified tissue international 20060901
Oxidatively modified autoantigens in autoimmune diseases. Free radical biology & medicine 20060815
Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites. The Journal of nutritional biochemistry 20060801
Pentosidine in osteoarthritis: HPLC determination in body fluids and in tissues. Rheumatology international 20060801
The clinical significance of serum and urinary neopterin levels in several renal diseases. Journal of Korean medical science 20060801
[Oxidative stress marker]. Nihon rinsho. Japanese journal of clinical medicine 20060801
Oxidative stress, advanced glycation end product, and coronary artery calcification in hemodialysis patients. Kidney international 20060701
Effect of high-dose thiamine and pyridoxine on advanced glycation end products and other oxidative stress markers in hemodialysis patients: a randomized placebo-controlled study. Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation 20060401
Postprandial mononuclear NF-kappaB activation is independent of the AGE-content of a single meal. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association 20060401
Extracellular post-translational modifications of collagen are major determinants of biomechanical properties of fetal bovine cortical bone. Bone 20060301
A severe diabetic nephropathy model with early development of nodule-like lesions induced by megsin overexpression in RAGE/iNOS transgenic mice. Diabetes 20060201
Immunohistochemical localization of advanced glycation end products in pinguecula. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20060101
Activation of receptor for advanced glycation end products in osteoarthritis leads to increased stimulation of chondrocytes and synoviocytes. Arthritis and rheumatism 20060101
Plantar skin in type II diabetes: an investigation of protein glycation and biomechanical properties of plantar epidermis. European journal of dermatology : EJD 20060101
Spectroscopic and biochemical correlations during the course of human lens aging. BMC ophthalmology 20060101
The influence of gender, weight, height and BMI on pentosidine concentrations in plasma of hemodialyzed patients. Journal of nephrology 20060101
Reductions in degree of mineralization and enzymatic collagen cross-links and increases in glycation-induced pentosidine in the femoral neck cortex in cases of femoral neck fracture. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA 20060101
Prevention and repair of protein damage by the Maillard reaction in vivo. Rejuvenation research 20060101
Role of vitamin E-coated membrane in reducing advanced glycation end products in hemodialysis patients: a pilot study. Blood purification 20060101
Oxidative stress in hepatitis C infected end-stage renal disease subjects. BMC infectious diseases 20060101
Pyridoxamine inhibits maillard reactions in diabetic rat lenses. Ophthalmic research 20060101
Transition of healthy to diseased synovial tissue in rheumatoid arthritis is associated with gain of mesenchymal/fibrotic characteristics. Arthritis research & therapy 20060101
The advanced glycation end product pentosidine correlates to IL-6 and other relevant inflammatory markers in rheumatoid arthritis. Rheumatology international 20051201
Levels of pentosidine in the vitreous of eyes with proliferative diabetic retinopathy, proliferative vitreoretinopathy and retinal detachment. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20051201
Trabecular microfracture and the influence of pyridinium and non-enzymatic glycation-mediated collagen cross-links. Bone 20051201
In a type 2 diabetic nephropathy rat model, the improvement of obesity by a low calorie diet reduces oxidative/carbonyl stress and prevents diabetic nephropathy. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20051201
Renoprotective properties of angiotensin receptor blockers beyond blood pressure lowering. Journal of the American Society of Nephrology : JASN 20051201
Skin autofluorescence, a measure of cumulative metabolic stress and advanced glycation end products, predicts mortality in hemodialysis patients. Journal of the American Society of Nephrology : JASN 20051201
Pentosidine and its deposition in renal tissue in renal transplantation. Transplantation proceedings 20051201
Oxidation and carboxy methyl lysine-modification of albumin: possible involvement in the progression of oxidative stress in hemodialysis patients. Hypertension research : official journal of the Japanese Society of Hypertension 20051201
Cardiovascular disease in diabetic nephropathy patients: cell adhesion molecules as potential markers? Vascular health and risk management 20051201
Advanced glycoxidation end products in chronic diseases-clinical chemistry and genetic background. Mutation research 20051111
Renal accumulation of pentosidine in non-diabetic proteinuria-induced renal damage in rats. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20051001
Decreased levels of advanced glycation end-products in patients with Gilbert syndrome. Cellular and molecular biology (Noisy-le-Grand, France) 20050930
Pyridoxamine improves functional, structural, and biochemical alterations of peritoneal membranes in uremic peritoneal dialysis rats. Kidney international 20050901
Functional adaptation through changes in regional biochemical characteristics during maturation of equine superficial digital flexor tendons. American journal of veterinary research 20050901
Principal component analysis of some oxidative stress parameters and their relationships in hemodialytic and transplanted patients. Clinica chimica acta; international journal of clinical chemistry 20050801
Modulation of soluble receptor for advanced glycation end products by angiotensin-converting enzyme-1 inhibition in diabetic nephropathy. Journal of the American Society of Nephrology : JASN 20050801
Degradation products of proteins damaged by glycation, oxidation and nitration in clinical type 1 diabetes. Diabetologia 20050801
Renal accumulation and clearance of advanced glycation end-products in type 2 diabetic nephropathy: effect of angiotensin-converting enzyme and vasopeptidase inhibition. Diabetologia 20050801
Advanced glycation end products are associated with pulse pressure in type 1 diabetes: the EURODIAB Prospective Complications Study. Hypertension (Dallas, Tex. : 1979) 20050701
Evaluation of advanced glycation end products and carbonyl compounds in patients with different conditions of oxidative stress. Molecular nutrition & food research 20050701
Increased pentosidine, an advanced glycation end product, in serum and synovial fluid from patients with knee osteoarthritis and its relation with cartilage oligomeric matrix protein. Annals of the rheumatic diseases 20050601
Enhanced RAGE-mediated NFkappaB stimulation in inflamed hemodialysis patients. Atherosclerosis 20050601
[Measurement of plasma pentosidine and the clinical significance in diagnosis of diabetic nephropathies]. Nihon rinsho. Japanese journal of clinical medicine 20050601
Evaluation of glyoxal and methylglyoxal levels in uremic patients under peritoneal dialysis. Annals of the New York Academy of Sciences 20050601
Simple noninvasive measurement of skin autofluorescence. Annals of the New York Academy of Sciences 20050601
Studies on absorption and elimination of dietary maillard reaction products. Annals of the New York Academy of Sciences 20050601
Dietary bread crust advanced glycation end products bind to the receptor for AGEs in HEK-293 kidney cells but are rapidly excreted after oral administration to healthy and subtotally nephrectomized rats. Annals of the New York Academy of Sciences 20050601
Low-molecular weight advanced glycation end products: markers of tissue AGE accumulation and more? Annals of the New York Academy of Sciences 20050601
Advanced glycation end products and bone loss during aging. Annals of the New York Academy of Sciences 20050601
Advanced glycation end product free adducts are cleared by dialysis. Annals of the New York Academy of Sciences 20050601
From molecular footprints of disease to new therapeutic interventions in diabetic nephropathy. Annals of the New York Academy of Sciences 20050601
Central role of PKCdelta in glycoxidation-dependent apoptosis of human neurons. Free radical biology & medicine 20050401
Antioxidant status in J774A.1 macrophage cell line during chronic exposure to glycated serum. Biochemistry and cell biology = Biochimie et biologie cellulaire 20050401
Pentosidine plasma levels and relation with metabolic control in diabetic patients. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20050401
High serum pentosidine concentrations are associated with increased arterial stiffness and thickness in patients with type 2 diabetes. Metabolism: clinical and experimental 20050301
Enzyme activity and AGE formation in a model of AST glycoxidation by D-fructose in vitro. Acta pharmaceutica (Zagreb, Croatia) 20050301
Glycoxidation and inflammatory markers in patients on treatment with PMMA-based protein-leaking dialyzers. Kidney international 20050201
Reversal by aminoguanidine of the age-related increase in glycoxidation and lipoxidation in the cardiovascular system of Fischer 344 rats. Biochemical pharmacology 20050101
Weight reduction is not a major reason for improvement in rheumatoid arthritis from lacto-vegetarian, vegan or Mediterranean diets. Nutrition journal 20050101
Ultrapure dialysate reduces plasma levels of beta2-microglobulin and pentosidine in hemodialysis patients. Blood purification 20050101
Circulating levels of nitrated apolipoprotein A-I are increased in type 2 diabetic patients. Clinical chemistry and laboratory medicine 20050101
Advanced glycoxidation end products in patients with multiple sclerosis. Prague medical report 20050101
The influence of hepatitis C and iron replacement therapy on plasma pentosidine levels in haemodialysis patients. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20041201
Relationship between blood levels of N-carboxymethyl-lysine and pentosidine and the severity of microangiopathy in type 2 diabetes. Endocrine journal 20041201
A sensitive and specific HPLC method for the determination of total pentosidine concentration in plasma. Journal of biochemical and biophysical methods 20041130
The effects of valsartan on the accumulation of circulating and renal advanced glycation end products in experimental diabetes. Kidney international. Supplement 20041101
[Urinary pentosidine]. Nihon rinsho. Japanese journal of clinical medicine 20041101
[Activation of receptor for advanced glycation end products: a mechanism for monocyte-mediated inflammation in chronic renal failure]. Zhonghua yi xue za zhi 20041002
Thrombotic events and markers of oxidation and inflammation in hemodialysis. Hemodialysis international. International Symposium on Home Hemodialysis 20041001
Nepsilon-(Carboxymethyl)lysine and 3-DG-imidazolone are major AGE structures in protein modification by 3-deoxyglucosone. Journal of biochemistry 20040901
Improvement of the quality of diabetes control and decrease in the concentrations of AGE-products in patients with type 1 and insulin-treated type 2 diabetes mellitus: results from a 10 year-prospective, population-based survey on the quality of diabetes care in Germany (JEVIN). European journal of medical research 20040831
Dissociation between urinary pyrraline and pentosidine concentrations in diabetic patients with advanced nephropathy. The Journal of laboratory and clinical medicine 20040801
Normalization of oxidative stress parameters after kidney transplant is secondary to full recovery of renal function. Clinical nephrology 20040801
Potential cardiovascular risk factors in chronic kidney disease: AGEs, total homocysteine and metabolites, and the C-reactive protein. Kidney international 20040701
Enhanced expression of receptor for advanced glycation end products in chronic kidney disease. Journal of the American Society of Nephrology : JASN 20040701
Simple non-invasive assessment of advanced glycation endproduct accumulation. Diabetologia 20040701
Concentrations of pentosidine, an advanced glycation end-product, in umbilical cord blood. Free radical research 20040701
Biochemical and spectrophotometric significance of advanced oxidized protein products. Biochimica et biophysica acta 20040628
Ultrapure dialysate decreases plasma pentosidine, a marker of 'carbonyl stress'. American journal of kidney diseases : the official journal of the National Kidney Foundation 20040601
Unexpected elevation of pentosidine formation in collagen incubated with glucose by low concentrations of the AGE-inhibitor aminoguanidine. Diabetologia 20040501
Hyaluronic acid levels may have predictive value for the progression of knee osteoarthritis. Osteoarthritis and cartilage 20040401
Increased production of urea hydrogen peroxide from Maillard reaction and a UHP-Fenton pathway related to glycoxidation damage in chronic renal failure. Journal of the American Society of Nephrology : JASN 20040401
Association between pentosidine and arteriosclerosis in patients receiving hemodialysis. Clinical and experimental nephrology 20040301
Influence of hemodialysis membrane permeability on serum levels of advanced glycation end products (AGEs) and homocysteine metabolites. Clinical nephrology 20040301
Diabetes increases formation of advanced glycation end products on Sarco(endo)plasmic reticulum Ca2+-ATPase. Diabetes 20040201
Advanced glycation end product ligands for the receptor for advanced glycation end products: biochemical characterization and formation kinetics. Analytical biochemistry 20040101
Advanced glycation end products and oxidative stress are increased in chronic allograft nephropathy. American journal of kidney diseases : the official journal of the National Kidney Foundation 20040101
Tomato paste fraction inhibiting the formation of advanced glycation end-products. Bioscience, biotechnology, and biochemistry 20040101
Calorie restricted diet and urinary pentosidine in patients with rheumatoid arthritis. Journal of physiological anthropology and applied human science 20040101
Cross-linking in collagen by nonenzymatic glycation increases the matrix stiffness in rabbit achilles tendon. Experimental diabesity research 20040101
Advanced glycation end-products in patients with chronic alcohol misuse. Alcohol and alcoholism (Oxford, Oxfordshire) 20040101
TAGE (toxic AGEs) hypothesis in various chronic diseases. Medical hypotheses 20040101
Effect of protein leaking BK-F PMMA-based hemodialysis on plasma pentosidine levels. Journal of nephrology 20040101
Changes in dolichol and pentosidine levels in the age-mismatched heterotopically transplanted rat heart. Biogerontology 20040101
A review of the 'mysterious' wasting disease in Swedish moose (Alces alces L.) related to molybdenosis and disturbances in copper metabolism. Biological trace element research 20040101
Effect of hemodiafiltration against radical stress in the course of blood purification. Blood purification 20040101
[Reduction of carbonyl stress with renal replacement therapy in chronic renal failure]. Annales Academiae Medicae Stetinensis 20040101
Life-long reduction in MnSOD activity results in increased DNA damage and higher incidence of cancer but does not accelerate aging. Physiological genomics 20031216
Glycoxidation and inflammation in chronic haemodialysis patients. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20031201
Methylglyoxal-derived hydroimidazolone advanced glycation end-products of human lens proteins. Investigative ophthalmology & visual science 20031201
Removal of advanced glycation end products in clinical renal failure by peritoneal dialysis and haemodialysis. Biochemical Society transactions 20031201
Application of monoclonal antibody libraries for the measurement of glycation adducts. Biochemical Society transactions 20031201
High levels of urinary pentosidine, an advanced glycation end product, in children with acute exacerbation of atopic dermatitis: relationship with oxidative stress. Metabolism: clinical and experimental 20031201
[The pathogenesis of vitreoretinal diseases from the standpoint of molecular biology]. Nippon Ganka Gakkai zasshi 20031201
Age-related changes of noncalcified collagen in human cortical bone. Annals of biomedical engineering 20031201
Quantitative screening of advanced glycation endproducts in cellular and extracellular proteins by tandem mass spectrometry. The Biochemical journal 20031101
Green tea extract suppresses the age-related increase in collagen crosslinking and fluorescent products in C57BL/6 mice. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20031101
Paradoxical impact of antioxidants on post-Amadori glycoxidation: Counterintuitive increase in the yields of pentosidine and Nepsilon-carboxymethyllysine using a novel multifunctional pyridoxamine derivative. The Journal of biological chemistry 20031003
Advanced glycation end-products pentosidine and N epsilon-carboxymethyllysine are elevated in serum of patients with osteoporosis. Rheumatology (Oxford, England) 20031001
Effect of the peritoneal dialysis prescription on pentosidine in children. Pediatric nephrology (Berlin, Germany) 20031001
The protective effect of aminoguanidine on erectile function in streptozotocin diabetic rats. The Journal of urology 20031001
[Age-related post-translational modification of proteins in human tissue and its use determination of age in forensic medicine. Review]. Soudni lekarstvi 20031001
Formation of advanced glycosylation end products and oxidative stress in young patients with type 1 diabetes. Pediatric research 20030901
Prevention of retinal capillary basement membrane thickening in diabetic dogs by a non-steroidal anti-inflammatory drug. Diabetologia 20030901
Gelatin degradation at elevated temperature. International journal of biological macromolecules 20030901
Association between blood indoxyl sulfate and carbonyl stress marker in hemodialysis patients. Clinical nephrology 20030901
The involvement of advanced glycation endproducts (AGEs) in renal injury of diabetic glomerulosclerosis: association with phenotypic change in renal cells and infiltration of immune cells. Clinical and experimental nephrology 20030901
Glyoxal and methylglyoxal levels in diabetic patients: quantitative determination by a new GC/MS method. Clinical chemistry and laboratory medicine 20030901
Modification of elastin by pentosidine is associated with the calcification of aortic media in patients with end-stage renal disease. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20030801
Increased concentration of pentosidine, an advanced glycation end product, and interleukin-6 in the vitreous of patients with proliferative diabetic retinopathy. Diabetes research and clinical practice 20030801
Changes in glycation of fibrous type I collagen during long-term in vitro incubation with glucose. Journal of protein chemistry 20030801
In vitro glycoxidation of insoluble fibrous type I collagen: solubilization and advanced glycation end products. Journal of protein chemistry 20030801
Effect of smoking on risk factors for cardiovascular disease in patients with diabetes mellitus and renal insufficiency. European journal of medical research 20030731
The changes in crosslink contents in tissues after formalin fixation. Analytical biochemistry 20030701
Vascular risk factors and markers of endothelial function as determinants of inflammatory markers in type 1 diabetes: the EURODIAB Prospective Complications Study. Diabetes care 20030701
The AGE inhibitor pyridoxamine inhibits lipemia and development of renal and vascular disease in Zucker obese rats. Kidney international 20030601
Plasma pentosidine is associated with inflammation and malnutrition in end-stage renal disease patients starting on dialysis therapy. Journal of the American Society of Nephrology : JASN 20030601
The effect of caloric restriction on glycation and glycoxidation in skin collagen of nonhuman primates. The journals of gerontology. Series A, Biological sciences and medical sciences 20030601
A functional variant of the myeloperoxidase gene is associated with cardiovascular disease in end-stage renal disease patients. Kidney international. Supplement 20030501
Anti-hypertensive agents inhibit in vivo the formation of advanced glycation end products and improve renal damage in a type 2 diabetic nephropathy rat model. Journal of the American Society of Nephrology : JASN 20030501
Increased levels of advanced glycation end products in human cataractous lenses. Journal of cataract and refractive surgery 20030501
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Advanced glycation endproducts and osteoarthritis. Current rheumatology reports 20030201
Serum levels of total homocysteine, homocysteine metabolites and of advanced glycation end-products (AGEs) in patients after renal transplantation. Clinical nephrology 20030201
Advanced glycation end-products in anterior chamber aqueous of cataractous patients. Journal of cataract and refractive surgery 20030201
Increased urinary levels of pentosidine, pyrraline and acrolein adduct in type 2 diabetes. Endocrine journal 20030201
Cellular uptake of beta2M and AGE-beta2M in synovial fibroblasts and macrophages. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20030101
Pentosidine and N(epsilon)-(carboxymethyl)-lysine in Alzheimer's disease and vascular dementia. Neurobiology of aging 20030101
Serum levels of non-carboxymethyllysine advanced glycation endproducts are correlated to severity of microvascular complications in patients with Type 1 diabetes. Journal of diabetes and its complications 20030101
Improvement in quality of diabetes control and concentrations of AGE-products in patients with type 1 and insulin-treated type 2 diabetes mellitus studied over a period of 10 years (JEVIN). Journal of diabetes and its complications 20030101
Advanced glycation end-product (AGE)-damaged IgG and IgM autoantibodies to IgG-AGE in patients with early synovitis. Arthritis research & therapy 20030101
Photoaging and oxidative stress. Experimental dermatology 20030101
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Glycation by ascorbic acid causes loss of activity of ribulose-1,5-bisphosphate carboxylase/oxygenase and its increased susceptibility to proteases. Plant & cell physiology 20021101
Time-resolved and steady-state fluorescence spectroscopic studies of the human lens with comparison to argpyrimidine, pentosidine and 3-OH-kynurenine. Photochemistry and photobiology 20021101
Angiotensin II receptor antagonists and angiotensin-converting enzyme inhibitors lower in vitro the formation of advanced glycation end products: biochemical mechanisms. Journal of the American Society of Nephrology : JASN 20021001
Low parathyroid hormone and pentosidine in hemodialysis patients. American journal of kidney diseases : the official journal of the National Kidney Foundation 20021001
Creatine plays a direct role as a protein modifier in the formation of a novel advanced glycation end product. Journal of biochemistry 20021001
Are advanced glycation end-product-modified proteins of pathogenetic importance in fibromyalgia? Rheumatology (Oxford, England) 20021001
Accumulation of imidazolone, pentosidine and N(epsilon)-(carboxymethyl)lysine in hippocampal CA4 pyramidal neurons of aged human brain. Pathology international 20020901
Damaging effects of advanced glycation end-products in the murine macrophage cell line J774A.1. Toxicology in vitro : an international journal published in association with BIBRA 20020801
Selective formation of certain advanced glycation end products in spinal cord astrocytes of humans and mice with superoxide dismutase-1 mutation. Acta neuropathologica 20020801
Renal proximal tubular metabolism of protein-linked pentosidine, an advanced glycation end product. Nephron 20020801
Amadori product and age formation during nonenzymatic glycosylation of bovine serum albumin in vitro. Journal of biochemistry, molecular biology, and biophysics : JBMBB : the official journal of the Federation of Asian and Oceanian Biochemists and Molecular Biologists (FAOBMB) 20020801
Age-related changes in the collagen network and toughness of bone. Bone 20020701
Effect of pyridoxamine on chemical modification of proteins by carbonyls in diabetic rats: characterization of a major product from the reaction of pyridoxamine and methylglyoxal. Archives of biochemistry and biophysics 20020601
Assay of advanced glycation endproducts (AGEs): surveying AGEs by chromatographic assay with derivatization by 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and application to Nepsilon-carboxymethyl-lysine- and Nepsilon-(1-carboxyethyl)lysine-modified albumin. The Biochemical journal 20020515
Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence. The Biochemical journal 20020515
Daily haemodialysis improves indices of protein glycation. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020501
Plasma pentosidine levels measured by a newly developed method using ELISA in patients with chronic renal failure. Nephron 20020501
Advanced glycation end products in children with chronic renal failure and type 1 diabetes. Pediatric nephrology (Berlin, Germany) 20020501
Possible involvement of increased glycoxidation and lipid peroxidation of elastin in atherogenesis in haemodialysis patients. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020401
Marked increases in macrophage colony-stimulating factor and interleukin-18 in maintenance hemodialysis patients: comparative study of advanced glycation end products, carboxymethyllysine and pentosidine. Nephron 20020401
Serum pentosidine as an indicator of Alzheimer's disease. Journal of Alzheimer's disease : JAD 20020401
Glycation-induced matrix stability in the rabbit achilles tendon. Archives of biochemistry and biophysics 20020315
Ultrasound changes of the carpal tunnel in patients receiving long-term hemodialysis: a cross-sectional and longitudinal study. Clinical nephrology 20020301
Putative role of lysyl hydroxylation and pyridinoline cross-linking during adolescence in the occurrence of osteoarthritis at old age. Osteoarthritis and cartilage 20020201
Crosslinking by advanced glycation end products increases the stiffness of the collagen network in human articular cartilage: a possible mechanism through which age is a risk factor for osteoarthritis. Arthritis and rheumatism 20020101
[Levels of mature cross-links and advanced glycation end product cross-links in human vitreous]. Nippon Ganka Gakkai zasshi 20020101
Nonenzymatic glycation of histones in vitro and in vivo. Journal of cellular biochemistry 20020101
Effect of treating streptozotocin-induced diabetic rats with sorbinil, myo-inositol or aminoguanidine on endoneurial blood flow, motor nerve conduction velocity and vascular function of epineurial arterioles of the sciatic nerve. International journal of experimental diabetes research 20020101
How hyperglycemia promotes atherosclerosis: molecular mechanisms. Cardiovascular diabetology 20020101
Glycation in diabetic neuropathy: characteristics, consequences, causes, and therapeutic options. International review of neurobiology 20020101
Relationship between glycoxidation and cytokines in the vitreous of eyes with diabetic retinopathy. Japanese journal of ophthalmology 20020101
Levels of mature cross-links and advanced glycation end product cross-links in human vitreous. Japanese journal of ophthalmology 20020101
Chelating activity of advanced glycation end-product inhibitors. The Journal of biological chemistry 20011228
Glyoxalase I deficiency is associated with an unusual level of advanced glycation end products in a hemodialysis patient. Kidney international 20011201
Chronic estradiol treatment attenuates stiffening, glycoxidation, and permeability in rat carotid arteries. American journal of physiology. Heart and circulatory physiology 20011101
Age-related accumulation of the advanced glycation endproduct pentosidine in human articular cartilage aggrecan: the use of pentosidine levels as a quantitative measure of protein turnover. Matrix biology : journal of the International Society for Matrix Biology 20011101
Cytoprotective role of heme oxygenase (HO)-1 in human kidney with various renal diseases. Kidney international 20011101
Age-related decrease in susceptibility of human articular cartilage to matrix metalloproteinase-mediated degradation: the role of advanced glycation end products. Arthritis and rheumatism 20011101
Chronic uremia induces permeability changes, increased nitric oxide synthase expression, and structural modifications in the peritoneum. Journal of the American Society of Nephrology : JASN 20011001
Advanced glycation end products and the progressive course of renal disease. American journal of kidney diseases : the official journal of the National Kidney Foundation 20011001
Identification of N(omega)-carboxymethylarginine, a new advanced glycation endproduct in serum proteins of diabetic patients: possibility of a new marker of aging and diabetes. Biochemical and biophysical research communications 20010803
Pentosidine in advanced glycation end-products (AGEs) during UVA irradiation generates active oxygen species and impairs human dermal fibroblasts. Journal of dermatological science 20010801
N-phenacylthiazolium bromide decreases renal and increases urinary advanced glycation end products excretion without ameliorating diabetic nephropathy in C57BL/6 mice. Diabetes, obesity & metabolism 20010801
Active glycation in neurofibrillary pathology of Alzheimer disease: N(epsilon)-(carboxymethyl) lysine and hexitol-lysine. Free radical biology & medicine 20010715
Pharmacological inhibition of diabetic retinopathy: aminoguanidine and aspirin. Diabetes 20010701
[Relationship between glycoxidation and cytokines in the vitreous of eyes with diabetic retinopathy]. Nippon Ganka Gakkai zasshi 20010701
Alternative routes for the formation of immunochemically distinct advanced glycation end-products in vivo. Current molecular medicine 20010701
Formation pathways for lysine-arginine cross-links derived from hexoses and pentoses by Maillard processes: unraveling the structure of a pentosidine precursor. The Journal of biological chemistry 20010629
Accelerated tissue aging and increased oxidative stress in broiler chickens fed allopurinol. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20010601
Influence of dialysis modalities on serum AGE levels in end-stage renal disease patients. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20010501
The relationship of oxidative DNA damage marker 8-hydroxydeoxyguanosine and glycoxidative damage marker pentosidine. Clinical biochemistry 20010501
Advanced glycation end products: specific fluorescence changes of pentosidine-like compounds during short daily hemodialysis. The International journal of artificial organs 20010501
[The role of cytokines in the pathogenesis of diabetic retinopathy]. Nippon Ganka Gakkai zasshi 20010401
Chromatographic quantification of argpyrimidine, a methylglyoxal-derived product in tissue proteins: comparison with pentosidine. Analytical biochemistry 20010301
Formation of advanced glycation end-product-modified superoxide dismutase-1 (SOD1) is one of the mechanisms responsible for inclusions common to familial amyotrophic lateral sclerosis patients with SOD1 gene mutation, and transgenic mice expressing human SOD1 gene mutation. Neuropathology : official journal of the Japanese Society of Neuropathology 20010301
Early glycation products produce pentosidine cross-links on native proteins. novel mechanism of pentosidine formation and propagation of glycation. The Journal of biological chemistry 20010209
AGE in micro- and macroangiopathy. Contributions to nephrology 20010101
Hemodialysis techniques and advanced glycation end products. Contributions to nephrology 20010101
The dialytic failure of the peritoneal membrane. Contributions to nephrology 20010101
Dialysis-related amyloidosis: pathogenesis focusing on AGE modification. Seminars in dialysis 20010101
Pentosidine, carotid atherosclerosis and alterations in left ventricular geometry in hemodialysis patients. Journal of nephrology 20010101
Nonoxidative protein glycation is implicated in familial amyotrophic lateral sclerosis with superoxide dismutase-1 mutation. Acta neuropathologica 20000901
ELISA of pentosidine, an advanced glycation end product, in biological specimens. Clinical chemistry 19940901

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