Merck
All Photos(2)

H4628

Sigma-Aldrich

DL-Homocysteine

≥95% (titration)

Synonym(s):
2-Amino-4-mercaptobutyric acid
Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
Beilstein:
1721683
EC Number:
MDL number:
eCl@ss:
42021308
PubChem Substance ID:
NACRES:
NA.26

assay

≥95% (titration)

form

powder

mp

232-233 °C (lit.)

solubility

H2O: soluble

application(s)

cell analysis
peptide synthesis

storage temp.

−20°C

SMILES string

NC(CCS)C(O)=O

InChI

1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)

InChI key

FFFHZYDWPBMWHY-UHFFFAOYSA-N

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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.

Packaging

10 mg in autosample vial
1, 5, 25 g in poly bottle

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H4628.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

The Molecular and Cellular Effect of Homocysteine Metabolism Imbalance on Human Health
Henrieta S
International Journal of Molecular Sciences, 17(10), 1733-1733 (2016)
Homocysteine: role and implications in atherosclerosis.
Guthikonda S and Haynes WG
Current Atherosclerosis Reports, 8(2), 100-106 (2006)
Hyperhomocysteinemia decreases bone blood flow
Neetu Tyagi
Vascular Health, 7, 31-35 (2011)
Role of homocysteine in the development of cardiovascular disease
Paul Ganguly and Sreyoshi Fatima Alam
Nutrition Journal, 14(6) (2015)
Effects of vitamin supplementation and hyperhomocysteinemia on atherosclerosis in apoE-deficient mice
Ji Zhou
Atherosclerosis, 168(2), 255-262 (2003)

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