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870-93-9 | DL-Homocystine
CAS No: 870-93-9 Catalog No: AG0034ST MDL No:MFCD00069587
Product Description
Catalog Number:
AG0034ST
Chemical Name:
DL-Homocystine
CAS Number:
870-93-9
Molecular Formula:
C8H16N2O4S2
Molecular Weight:
268.3536
MDL Number:
MFCD00069587
IUPAC Name:
2-amino-4-[(3-amino-3-carboxypropyl)disulfanyl]butanoic acid
InChI:
InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)
InChI Key:
ZTVZLYBCZNMWCF-UHFFFAOYSA-N
SMILES:
NC(C(=O)O)CCSSCCC(C(=O)O)N
EC Number:
212-803-5
Properties
Complexity:
216
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
268.055g/mol
Formal Charge:
0
Heavy Atom Count:
16
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
268.346g/mol
Monoisotopic Mass:
268.055g/mol
Rotatable Bond Count:
9
Topological Polar Surface Area:
177A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
0
XLogP3:
-5.6
Literature
| Title | Journal |
|---|---|
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| Diffuse reflectance spectroscopy of fibrous proteins. | Amino acids 20120901 |
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| DNA/nickel oxide nanoparticles/osmium(III)-complex modified electrode toward selective oxidation of l-cysteine and simultaneous detection of l-cysteine and homocysteine. | Bioelectrochemistry (Amsterdam, Netherlands) 20120801 |
| Neonatal atypical hemolytic uremic syndrome due to methylmalonic aciduria and homocystinuria. | Pediatric nephrology (Berlin, Germany) 20120801 |
| Does maternal Helicobacter pylori infection increase the risk of occurrence of neural tube defects in newborns in Northern Iran? | Neurosciences (Riyadh, Saudi Arabia) 20120701 |
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| Fetal variant of circle of the Willis and bilateral symmetrical parietal stroke. | Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20120401 |
| The effect of methionine supplementation of the AIN-93G semi-synthetic diet on the levels of homocysteine and lipids in experimental rats. | The journal of nutrition, health & aging 20120401 |
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| Fast analysis of wine for total homocysteine content by high-performance liquid chromatography. | Amino acids 20120101 |
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| Endothelial dysfunction induced by hyperhomocyst(e)inemia: role of asymmetric dimethylarginine. | Circulation 20030826 |
| Hyperhomocysteinemia in cerebral vein thrombosis. | Blood 20030815 |
| Decreased expression of genes involved in sulfur amino acid metabolism in frataxin-deficient cells. | Human molecular genetics 20030715 |
| Adverse effect of nitrous oxide in a child with 5,10-methylenetetrahydrofolate reductase deficiency. | The New England journal of medicine 20030703 |
| Low vitamin B6 but not homocyst(e)ine is associated with increased risk of stroke and transient ischemic attack in the era of folic acid grain fortification. | Stroke 20030601 |
| Effects of vitamin supplementation and hyperhomocysteinemia on atherosclerosis in apoE-deficient mice. | Atherosclerosis 20030601 |
| Methylenetetrahydrofolate reductase (MTHFR) 677C>T and methionine synthase reductase (MTRR) 66A>G polymorphisms: association with serum homocysteine and angiographic coronary artery disease in the era of flour products fortified with folic acid. | Atherosclerosis 20030601 |
| Homocysteine strongly enhances metal-catalyzed LDL oxidation in the presence of cystine and cysteine. | Atherosclerosis 20030501 |
| Insulin resistance in patients with polycystic ovary syndrome is associated with elevated plasma homocysteine. | Human reproduction (Oxford, England) 20030401 |
| Homocysteine during the menstrual cycle in depressive women. | European journal of clinical investigation 20030301 |
| A simultaneous liquid chromatography/mass spectrometric assay of glutathione, cysteine, homocysteine and their disulfides in biological samples. | Journal of pharmaceutical and biomedical analysis 20030226 |
| Effects of cytidine 5'-diphosphocholine on plasma homocysteine levels in rat. | Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20030201 |
| A randomized placebo-controlled study of the effect of transdermal vs. oral estradiol with or without gestodene on homocysteine levels. | Fertility and sterility 20030201 |
| Diabetic ketoacidosis promotes a prothrombotic state. | Endocrine research 20030201 |
| Genetics of hyperhomocysteinaemia in cardiovascular disease. | Annals of clinical biochemistry 20030101 |
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| Cardiovascular risk in peritoneal dialysis. | Contributions to nephrology 20030101 |
| Classical homocystinuria: vascular risk and its prevention. | Journal of inherited metabolic disease 20030101 |
| 2 minute non-invasive screening for cardio-vascular diseases: relative limitation of C-Reactive Protein compared with more sensitive L-Homocystine as cardio-vascular risk factors; safe and effective treatment using the selective drug uptake enhancement method. | Acupuncture & electro-therapeutics research 20030101 |
| Biochemical risk factors in angiographically established stenosis of cerebral arteries. | Croatian medical journal 20021201 |
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| Metabolic response of normal and malignant tissue to acute and chronic methionine stress in athymic mice bearing human glial tumor xenografts. | Chemical research in toxicology 20021101 |
| Hyperhomocysteinemia in Japanese patients with convalescent stage ischemic stroke: effect of combined therapy with folic acid and mecobalamine. | Journal of the neurological sciences 20021015 |
| Two cases of benign methylmalonic aciduria detected during a pilot study of neonatal urine screening. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020825 |
| Elevated plasma total homocysteine in severe methionine adenosyltransferase I/III deficiency. | Metabolism: clinical and experimental 20020801 |
| Reproductive fitness in maternal homocystinuria due to cystathionine beta-synthase deficiency. | Journal of inherited metabolic disease 20020801 |
| Effects of homocysteine thiol group on fibrin networks: another possible mechanism of harm. | Thrombosis research 20020715 |
| Endothelial dysfunction relates to folate status in children and adolescents with type 1 diabetes. | Diabetes 20020701 |
| Early-onset cobalamin C/D deficiency: epilepsy and electroencephalographic features. | Epilepsia 20020601 |
| Validation of homocyst(e)ine-lowering treatment in the era of folic acid fortification of cereal grains. | Arteriosclerosis, thrombosis, and vascular biology 20020601 |
| Vitamin C therapy ameliorates vascular endothelial dysfunction in treated patients with homocystinuria. | Journal of inherited metabolic disease 20020501 |
| Plasma free amino acids in Taiwan Chinese: the effect of age. | Clinical chemistry and laboratory medicine 20020401 |
| Homocystine solubility and vascular disease. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20020301 |
| Changes in plasma homocyst(e)ine in the acute phase after stroke. | Stroke 20020201 |
| Sulfur in human nutrition and applications in medicine. | Alternative medicine review : a journal of clinical therapeutic 20020201 |
| Production of selenohomocystine as an antibiotic by a marine Bacillus sp. no. 14 with selenomethionine resistance. | The Journal of antibiotics 20020201 |
| Vitamin B12 and folate after 5-12 years of continent ileal urostomy (Kock reservoir) in children and adolescents. | European urology 20020201 |
| [Inhibition on the endocytosis of early visceral yolk sac induced by homocysteine in rats]. | Wei sheng yan jiu = Journal of hygiene research 20020201 |
| Inhibitory effect of melatonin on homocysteine-induced lipid peroxidation in rat brain homogenates. | Pharmacology & toxicology 20020101 |
| Dextromethorphan is effective in the treatment of subacute methotrexate neurotoxicity. | Pediatric hematology and oncology 20020101 |
| [Comparison of plasma total homocysteine determinations in 9 French hospital laboratories by using 6 different methods]. | Annales de biologie clinique 20020101 |
| Relative roles of albumin and ceruloplasmin in the formation of homocystine, homocysteine-cysteine-mixed disulfide, and cystine in circulation. | The Journal of biological chemistry 20011214 |
| Ocular findings among patients with late-diagnosed or poorly controlled homocystinuria compared with a screened, well-controlled population. | Journal of AAPOS : the official publication of the American Association for Pediatric Ophthalmology and Strabismus 20011001 |
| Increasing levels of dietary homocystine with carotid endarterectomy produced proportionate increases in plasma homocysteine and intimal hyperplasia. | Atherosclerosis 20010901 |
| Albumin thiolate anion is an intermediate in the formation of albumin-S-S-homocysteine. | The Journal of biological chemistry 20010810 |
| Folate status among patients with non-small cell lung cancer: a case-control study. | Journal of surgical oncology 20010801 |
| The intellectual abilities of early-treated individuals with pyridoxine-nonresponsive homocystinuria due to cystathionine beta-synthase deficiency. | Journal of inherited metabolic disease 20010801 |
| [Homocysteine--a risk factor for atherosclerosis]. | Orvosi hetilap 20010708 |
| Influence of metabolic control on growth in homocystinuria due to cystathionine B-synthase deficiency. | Pediatric research 20010601 |
| Reduced total plasma homocyst(e)ine in children and adolescents with type 1 diabetes. | The Journal of pediatrics 20010601 |
| Synergy between methionine stress and chemotherapy in the treatment of brain tumor xenografts in athymic mice. | Cancer research 20010515 |
| Effects of growth hormone (GH) administration on homocyst(e)ine levels in men with GH deficiency: a randomized controlled trial. | The Journal of clinical endocrinology and metabolism 20010401 |
| The dynamics of myogenin site-specific demethylation is strongly correlated with its expression and with muscle differentiation. | The Journal of biological chemistry 20010309 |
| Mild hyperhomocyst(e)inemia: a possible risk factor for cervical artery dissection. | Stroke 20010301 |
| [Homocysteine and hyperhomocysteinemia]. | Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego 20010301 |
| Homocyst(e)ine, oxidative stress, and endothelium function in uremic patients. | Kidney international. Supplement 20010201 |
| Vitamin Intervention for Stroke Prevention (VISP) trial: rationale and design. | Neuroepidemiology 20010201 |
| Inhibition of K+ currents by homocysteine in rat ventricular myocytes. | Journal of cardiovascular electrophysiology 20010201 |
| [Homocysteine metabolism and risk of cardiovascular diseases: importance of the nutritional status on folic acid, vitamins B6 and B12]. | Revista de investigacion clinica; organo del Hospital de Enfermedades de la Nutricion 20010101 |
| Short-term folic acid supplementation induces variable and paradoxical changes in plasma homocyst(e)ine concentrations. | Lipids 20010101 |
| Patients with atherosclerotic vascular disease: how low should plasma homocyst(e)ine levels go? | American journal of cardiovascular drugs : drugs, devices, and other interventions 20010101 |
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