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Merck
CN

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
Beilstein:
1721683
EC Number:
207-222-9
MDL number:
MFCD00004898
UNSPSC Code:
85151701
PubChem Substance ID:
329756565
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

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

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 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.

Analysis Note

identification (LS-MS): identity conforms

Disclaimer

store under argon

Storage Class Code

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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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
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)
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)
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
M Celińska-Lowenhoff et al.
Thrombosis and haemostasis, 112(2), 287-296 (2014-03-22)
We tested the hypothesis that plasma fibrin clot structure/function is unfavourably altered in patients with antiphospholipid syndrome (APS). Ex vivo plasma clot permeability, turbidity and susceptibility to lysis were determined in 126 consecutive patients with APS enrolled five months or
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