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14916-76-8

14916-76-8 | L-Proline, 3-hydroxy-

CAS No: 14916-76-8 Catalog No: AG001LFB MDL No:

Product Description

Catalog Number:
AG001LFB
Chemical Name:
L-Proline, 3-hydroxy-
CAS Number:
14916-76-8
Molecular Formula:
C5H9NO3
Molecular Weight:
131.1299
IUPAC Name:
(2S)-3-hydroxypyrrolidine-2-carboxylic acid
InChI:
InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1
InChI Key:
BJBUEDPLEOHJGE-BKLSDQPFSA-N
SMILES:
OC1CCN[C@@H]1C(=O)O

Properties

Complexity:
125  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
131.058g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
131.131g/mol
Monoisotopic Mass:
131.058g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
69.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.2  

Literature

Title Journal
Identification of a human trans-3-hydroxy-L-proline dehydratase, the first characterized member of a novel family of proline racemase-like enzymes. The Journal of biological chemistry 20120622
The effects of diketopiperazines from Callyspongia sp. on release of cytokines and chemokines in cultured J774A.1 macrophages. Bioorganic & medicinal chemistry letters 20120501
Structure of the discoidin domain receptor 1 extracellular region bound to an inhibitory Fab fragment reveals features important for signaling. Structure (London, England : 1993) 20120404
Chemical composition and structure of peritubular and intertubular human dentine revisited. Archives of oral biology 20120401
Peptidyl 3-hydroxyproline binding properties of type I collagen suggest a function in fibril supramolecular assembly. Biochemistry 20120327
Expression of the major mugwort pollen allergen Art v 1 in tobacco plants and cell cultures: problems and perspectives for allergen production in plants. Plant cell reports 20120301
The triple helical structure and stability of collagen model peptide with 4(S)-hydroxyprolyl-Pro-Gly units. Biopolymers 20120101
[Effectiveness of cultured Cordyceps sinensis combined with glucocorticosteroid on pulmonary fibrosis induced by bleomycin in rats]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110801
Pyruvate kinase M2 is a PHD3-stimulated coactivator for hypoxia-inducible factor 1. Cell 20110527
Silver-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with β-boryl acrylates. The Journal of organic chemistry 20110318
A novel 3-hydroxyproline (3Hyp)-rich motif marks the triple-helical C terminus of tendon type I collagen. The Journal of biological chemistry 20110311
Hydroxyproline-containing collagen analogs trigger the release and activation of collagen-sequestered proMMP-2 by competition with prodomain-derived peptide P33-42. Fibrogenesis & tissue repair 20110101
Towards delineating functions within the fasciola secreted cathepsin l protease family by integrating in vivo based sub-proteomics and phylogenetics. PLoS neglected tropical diseases 20110101
Quantitative proteomics identifies the Myb-binding protein p160 as a novel target of the von Hippel-Lindau tumor suppressor. PloS one 20110101
A review on composite liposomal technologies for specialized drug delivery. Journal of drug delivery 20110101
Insights on the evolution of prolyl 3-hydroxylation sites from comparative analysis of chicken and Xenopus fibrillar collagens. PloS one 20110101
Rational design of protein stability: effect of (2S,4R)-4-fluoroproline on the stability and folding pathway of ubiquitin. PloS one 20110101
VEGF-A and FGF gene therapy accelerate healing of ischemic colonic anastomoses (experimental study). International journal of surgery (London, England) 20110101
Dietary flaxseed administered post thoracic radiation treatment improves survival and mitigates radiation-induced pneumonopathy in mice. BMC cancer 20110101
Value of Procollagen Type I Aminoterminal Propeptide in Women with Breast Cancer with regard to Metastases. Pathology research international 20110101
The ratio 1660/1690 cm(-1) measured by infrared microspectroscopy is not specific of enzymatic collagen cross-links in bone tissue. PloS one 20110101
Effects of valsartan on diabetic cardiomyopathy in rats with type 2 diabetes mellitus. Chinese medical journal 20101201
Nanostructure and mechanics of mummified type I collagen from the 5300-year-old Tyrolean Iceman. Proceedings. Biological sciences 20100807
Influence of glucose-templated proline mimetics on the beta-turn conformation of the peptide fragment Ac-Leu-D-Phe-Pro-Val-NMe2 found in Gramicidin S. Carbohydrate research 20100616
Role of cartilage-associated protein in skeletal development. Current osteoporosis reports 20100601
Mutations in the gene encoding the RER protein FKBP65 cause autosomal-recessive osteogenesis imperfecta. American journal of human genetics 20100409
Collagen-derived dipeptide, proline-hydroxyproline, stimulates cell proliferation and hyaluronic acid synthesis in cultured human dermal fibroblasts. The Journal of dermatology 20100401
ELISA measurement for urinary 3-hydroxyproline-containing peptides and its preliminary application to healthy persons and cancer patients. Anticancer research 20100301
Hydroxyproline-containing dipeptides and tripeptides quantified at high concentration in human blood after oral administration of gelatin hydrolysate. International journal of food sciences and nutrition 20100201
Location of 3-hydroxyproline residues in collagen types I, II, III, and V/XI implies a role in fibril supramolecular assembly. The Journal of biological chemistry 20100122
Eotaxin-2/CCL24 and eotaxin-3/CCL26 exert differential profibrogenic effects on human lung fibroblasts. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20100101
Early administration of IL-6RA does not prevent radiation-induced lung injury in mice. Radiation oncology (London, England) 20100101
Synergistic effects of hyperbaric oxygen and granulocytecolony stimulating factor on postoperative adhesion formation in a rat cecal abrasion model. Bratislavske lekarske listy 20100101
Biomechanical modulation of collagen fragment-induced anabolic and catabolic activities in chondrocyte/agarose constructs. Arthritis research & therapy 20100101
Non-invasive index of liver fibrosis induced by alcohol, thioacetamide and Schistosomal infection in mice. BMC gastroenterology 20100101
Efficient inhibition of collagen-induced platelet activation and adhesion by LAIR-2, a soluble Ig-like receptor family member. PloS one 20100101
The distribution of GYR- and YLP-like motifs in Drosophila suggests a general role in cuticle assembly and other protein-protein interactions. PloS one 20100101
Severe osteogenesis imperfecta in cyclophilin B-deficient mice. PLoS genetics 20091201
Extracellular superoxide dismutase regulates cardiac function and fibrosis. Journal of molecular and cellular cardiology 20091101
The implications of (2S,4S)-hydroxyproline 4-O-glycosylation for prolyl amide isomerization. Chemistry (Weinheim an der Bergstrasse, Germany) 20091012
A solid-supported organocatalyst for highly stereoselective, batch, and continuous-flow Mannich reactions. Chemistry (Weinheim an der Bergstrasse, Germany) 20091005
Chemical and functional aspects of posttranslational modification of proteins. Acta naturae 20091001
Pollen grain development is compromised in Arabidopsis agp6 agp11 null mutants. Journal of experimental botany 20090701
The prolyl 3-hydroxylases P3H2 and P3H3 are novel targets for epigenetic silencing in breast cancer. British journal of cancer 20090519
Identification of multiple potent binding sites for human leukocyte associated Ig-like receptor LAIR on collagens II and III. Matrix biology : journal of the International Society for Matrix Biology 20090501
Structural and interaction analysis of glycoprotein VI-binding peptide selected from a phage display library. The Journal of biological chemistry 20090417
Characterization of novel 2-oxoglutarate dependent dioxygenases converting L-proline to cis-4-hydroxy-l-proline. Biochemical and biophysical research communications 20090220
Expression of prolyl 3-hydroxylase genes in embryonic and adult mouse tissues. Cell structure and function 20090101
Effect of the -Gly-3(S)-hydroxyprolyl-4(R)-hydroxyprolyl- tripeptide unit on the stability of collagen model peptides. The FEBS journal 20081201
The importance of proline residues in the structure, stability and susceptibility to proteolytic degradation of collagens. Amino acids 20081101
Gas chromatography/time-of-flight mass spectrometry based metabonomic approach to differentiating hypertension- and age-related metabolic variation in spontaneously hypertensive rats. Rapid communications in mass spectrometry : RCM 20080901
Regulatory effect of hydrogen sulfide on vascular collagen content in spontaneously hypertensive rats. Hypertension research : official journal of the Japanese Society of Hypertension 20080801
Characterization of recombinant human prolyl 3-hydroxylase isoenzyme 2, an enzyme modifying the basement membrane collagen IV. The Journal of biological chemistry 20080711
Identification of a major GpVI-binding locus in human type III collagen. Blood 20080515
Water-soluble calix[4]resorcinarenes with hydroxyproline groups as chiral NMR solvating agents. The Journal of organic chemistry 20080404
Molecular vibrations and normal modes in L-prolyl-glycyl-glycine using Wilson GF matrix method. Indian journal of biochemistry & biophysics 20071201
Effect of TGF-beta/Smad signaling pathway on lung myofibroblast differentiation. Acta pharmacologica Sinica 20070301
Early lung injury contributes to lung fibrosis via AT1 receptor in rats. Acta pharmacologica Sinica 20070201
Structural basis for the platelet-collagen interaction: the smallest motif within collagen that recognizes and activates platelet Glycoprotein VI contains two glycine-proline-hydroxyproline triplets. The Journal of biological chemistry 20070112
Assessing the ability of sequence-based methods to provide functional insight within membrane integral proteins: a case study analyzing the neurotransmitter/Na+ symporter family. BMC bioinformatics 20070101
Selective blockade of glycoprotein VI clustering on collagen helices. The Journal of biological chemistry 20061103
[Influence of propyl-thiouracil-induced hypothyroidism on rat gingival mucosa]. Arquivos brasileiros de endocrinologia e metabologia 20061001
The crystal structure of a collagen-like polypeptide with 3(S)-hydroxyproline residues in the Xaa position forms a standard 7/2 collagen triple helix. The Journal of biological chemistry 20060915
Skin treatments and dermatological procedures to promote youthful skin. Clinical interventions in aging 20060301
Analysis of the hypoxia-sensing pathway in Drosophila melanogaster. The Biochemical journal 20060115
Collagen biomarkers for arthritis applications. Biomarker insights 20060101
O-linked glycosylation in maize-expressed human IgA1. Glycobiology 20051001
Evidence-based algorithm for the evaluation of a child with bilateral sensorineural hearing loss. The Journal of otolaryngology 20051001
Thiazolidinedione treatment inhibits bile duct proliferation and fibrosis in a rat model of chronic cholestasis. World journal of gastroenterology 20050828
[Methimazole versus methimazole and diphosphonates in hyperthyroid and osteoporotic patients]. Minerva endocrinologica 20050601
Antifibrotic effect of interferon gamma in silicosis model of rat. Toxicology letters 20050315
Collagen structure: the Madras triple helix and the current scenario. IUBMB life 20050301
The impact of pyrrolidine hydroxylation on the conformation of proline-containing peptides. The Journal of organic chemistry 20050218
Effect of proteoglycan depletion on T2 mapping in rat patellar cartilage. Radiology 20050101
The therapeutic effect of the neuropeptide hormone somatostatin on Schistosoma mansoni caused liver fibrosis. BMC infectious diseases 20050101
Characterization of Pseudomonas aeruginosa isolated from chronically infected children with cystic fibrosis in India. BMC microbiology 20050101
Chronic development of collagen-induced arthritis is associated with arthritogenic antibodies against specific epitopes on type II collagen. Arthritis research & therapy 20050101
[Hydroxyproline]. Nihon rinsho. Japanese journal of clinical medicine 20041201
Conformational studies of peptides containing cis-3-hydroxy-D-proline. The Journal of organic chemistry 20041015
High resolution mass spectrometric alveolar proteomics: identification of surfactant protein SP-A and SP-D modifications in proteinosis and cystic fibrosis patients. Proteomics 20040801
Sustained local application of low-dose epidermal growth factor on steroid-inhibited colonic wound healing. Journal of pediatric surgery 20040401
The peptides acetyl-(Gly-3(S)Hyp-4(R)Hyp)10-NH2 and acetyl-(Gly-Pro-3(S)Hyp)10-NH2 do not form a collagen triple helix. The Journal of biological chemistry 20040102
Synthesis of mono- and di-hydroxylated prolines and 2-hydroxymethylpyrrolidines from non-carbohydrate precursors. Carbohydrate research 20031031
[Study on the effect of micronutrients supplementation on health status of children]. Wei sheng yan jiu = Journal of hygiene research 20030901
Novel proline hydroxylase activities in the pneumocandin-producing fungus Glarea lozoyensis responsible for the formation of trans 3- and trans 4-hydroxyproline. Applied microbiology and biotechnology 20030801
Effects of a therapy with losartan and quinaprilat on the progression of chronic renal failure in rats after a single dose of uranyl nitrate or 5/6 nephrectomy. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20030601
Effect of 3-hydroxyproline residues on collagen stability. Journal of the American Chemical Society 20030528
Differential effects of reduced glycoprotein VI levels on activation of murine platelets by glycoprotein VI ligands. The Biochemical journal 20021115
Using genomic resources to guide research directions. The arabinogalactan protein gene family as a test case. Plant physiology 20020801
The epithelial mitogen keratinocyte growth factor binds to collagens via the consensus sequence glycine-proline-hydroxyproline. The Journal of biological chemistry 20020726
Integrative articular cartilage repair: dependence on developmental stage and collagen metabolism. Osteoarthritis and cartilage 20020301
Rapid screening of urinary proline-hydroxyproline dipeptide in bone turnover studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020205
Renal stone disease, elevated iPTH level and normocalcemia. International urology and nephrology 20020101
Prolidase deficiency diagnosed by 1H NMR spectroscopy of urine. Journal of inherited metabolic disease 20011201
Temporary warm ischaemia, 5/6 nephrectomy and single uranyl nitrate administration--comparison of three models intended to cause renal fibrosis in rats. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20010901
15N and 31P solid-state NMR investigations on the orientation of zervamicin II and alamethicin in phosphatidylcholine membranes. Biochemistry 20010807
Effects of angiotensin II subtype 1 receptor blockade on cardiac fibrosis and sarcoplasmic reticulum Ca2+ handling in hypertensive transgenic rats overexpressing the Ren2 gene. Journal of hypertension 20010801
Corticosteroids alter the differentiated phenotype of articular chondrocytes. Journal of orthopaedic research : official publication of the Orthopaedic Research Society 20010701
Transcriptional activation by the sexual pheromone and wounding: a new gene family from Volvox encoding modular proteins with (hydroxy)proline-rich and metalloproteinase homology domains. The Plant journal : for cell and molecular biology 20010601
Effects of amino acid and trace element supplementation on pneumocandin production by Glarea lozoyensis: impact on titer, analogue levels, and the identification of new analogues of pneumocandin B(0). Journal of industrial microbiology & biotechnology 20010401
[Effect of zhuhuang frost on wound hydroxy-proline level after anal operation]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20010401
Influence of pentoxifylline and interferon-alpha on prevention of stricture due to corrosive esophagitis. An experimental study in the rat. European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20010101
Does estrogen cause low conversion rates in laparoscopic cholecystectomies for acute and chronic cholecystitis in women? JSLS : Journal of the Society of Laparoendoscopic Surgeons 20010101

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