Skip to Content
Merck
All Photos(2)

Documents

H4628

Sigma-Aldrich

DL-Homocysteine

≥95% (titration)

Synonym(s):

2-Amino-4-mercaptobutyric acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
Beilstein:
1721683
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
42021308
PubChem Substance ID:
NACRES:
NA.26

product name

DL-Homocysteine, ≥95% (titration)

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service