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Merck

44925

DL-Homocysteine

analytical standard

Synonym(s):

2-Amino-4-mercaptobutyric acid

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About This Item

Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
454-29-5
Molecular Weight:
135.18
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329756565
EC Number:
207-222-9
Beilstein/REAXYS Number:
1721683
MDL number:
MFCD00004898

Product Name

DL-Homocysteine, analytical standard

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

grade

analytical standard

assay

≥95% (T)

optical activity

[α]/D 0±1°, c = 1 in H2O

shelf life

limited shelf life, expiry date on the label

analyte chemical class(es)

amino acids, peptides, proteins

technique(s)

HPLC: suitable

color

white to off-white

mp

232-233 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

−20°C

Quality Level

100

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Analysis Note

identification (LS-MS): identity conforms

Application

DL-Homocysteine may be used as an analytical reference standard for the quantification of homocysteine in biological samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Increased plasma homocysteine is a risk factor for coronary heart disease and carcinogenesis; may be a marker for tumor cell growth.

Disclaimer

store under argon

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3998
BCCJ5130
BCCG7235
BCCG4457
BCCD0213

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Rapid measurement of total plasma homocysteine by HPLC
Frick B, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 331(1-2), 19-23 (2003)
Pre-column derivatization high-performance liquid chromatographic method for determination of cysteine, cysteinyl-glycine, homocysteine and glutathione in plasma and cell extracts
Katrusiak.EA, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 758(2), 207-212 (2001)
Ghulam Mohammad et al.
International journal of molecular sciences, 21(5) (2020-03-11)
High homocysteine is routinely observed in diabetic patients, and this non-protein amino acid is considered as an independent risk factor for diabetic retinopathy. Homocysteine biosynthesis from methionine forms S-adenosyl methionine (SAM), which is a major methyl donor critical in DNA
Joshua A Dubland et al.
Journal of mass spectrometry and advances in the clinical lab, 20, 1-10 (2021-11-26)
Inborn errors of propionate, cobalamin and methionine metabolism are targets for Newborn Screening (NBS) in most programs world-wide, and are primarily screened by analyzing for propionyl carnitine (C3) and methionine in dried blood spot (DBS) cards using tandem mass spectrometry
Silvia Hoirisch-Clapauch et al.
Schizophrenia research, 159(1), 118-123 (2014-09-11)
Clot buster tissue plasminogen activator (tPA) and its end-product plasmin play a well-defined role in neurochemistry. They mediate a number of events that culminate in tolerance against excitotoxicity, hippocampal neurogenesis, synaptic remodeling, neuronal plasticity, cognitive and emotional processing. Abnormalities in
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