H4628
DL-Homocysteine
≥95% (titration)
Synonym(s):
2-Amino-4-mercaptobutyric acid
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About This Item
Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
42021308
UNSPSC Code:
12352209
EC Number:
207-222-9
MDL number:
Beilstein/REAXYS Number:
1721683
Product Name
DL-Homocysteine, ≥95% (titration)
InChI key
FFFHZYDWPBMWHY-UHFFFAOYSA-N
InChI
1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)
SMILES string
NC(CCS)C(O)=O
assay
≥95% (titration)
form
powder
mp
232-233 °C (lit.)
solubility
H2O: soluble
application(s)
cell analysis
peptide synthesis
storage temp.
−20°C
Quality Level
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Application
DL-Homocysteine has been used to induce hyperhomocysteinemia in Sprague–Dawley rats. It has also been used to study the effects of hyperhomocysteinemia on atherosclerosis in apolipoprotein E-deficient mice.
Biochem/physiol Actions
Homocysteine is a sulfhydryl-containing amino acid, synthesized from methionine. It is a non-essential, non-proteinogenic amino acid. It is an important determinant of the methylation cycle and is present in the plasma in four forms. An abnormally high level of homocysteine leads to hyperhomocysteinemia and also promotes atherosclerosis.
Increased plasma homocysteine is a risk factor for coronary heart disease and carcinogenesis; may be a marker for tumor cell growth.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The Molecular and Cellular Effect of Homocysteine Metabolism Imbalance on Human Health
Henrieta S
International Journal of Molecular Sciences, 17(10), 1733-1733 (2016)
Hyperhomocysteinemia decreases bone blood flow
Neetu Tyagi
Vascular Health, 7, 31-35 (2011)
Homocysteine: role and implications in atherosclerosis.
Guthikonda S and Haynes WG
Current Atherosclerosis Reports, 8(2), 100-106 (2006)
Effects of vitamin supplementation and hyperhomocysteinemia on atherosclerosis in apoE-deficient mice
Ji Zhou
Atherosclerosis, 168(2), 255-262 (2003)
Wolfgang C Winkelmayer et al.
Journal of the American Society of Nephrology : JASN, 16(1), 255-260 (2004-11-26)
Homocysteine is implicated to be an atherogenic amino acid and has been associated with increased risk of adverse cardiovascular outcomes. The prognostic significance of plasma total homocysteine (tHcy) levels for mortality and allograft loss in kidney transplant recipients has not
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