69453

Sigma-Aldrich

L-Homocysteine

≥98.0% (NT)

Synonym(s):
(S)-2-Amino-4-mercaptobutyric acid
Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

≥98.0% (NT)

form

powder

optical activity

α/D 25.5±1.5°, c = 1 in 1 M HCl

application(s)

cell analysis: suitable

color

white

mp

263-265 °C

relevant disease(s)

Alzheimer′s disease

storage temp.

−20°C

SMILES string

NC@@H(CCS)C(O)=O

InChI

1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1

InChI key

FFFHZYDWPBMWHY-VKHMYHEASA-N

General description

L-homocysteine is used to diagnose homocystinuria.

Application

L-homocysteine has been used as a supplement in cell culture media.

Biochem/physiol Actions

Elevated homocysteine levels in plasma and tissue are associated with brain atrophy in Alzheimer′s disease as well as in healthy eldery subjects. Increased homocysteine is due to deficiencies in vitamin B status, specifically folate, B6 and B12 vitamins, which act as cofactors for enzymes involved in homocysteine metabolism.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Codes

Xn

Risk Statement

22

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Rajendra P Shukla et al.
Advanced healthcare materials, 8(15), e1900462-e1900462 (2019-06-27)
The antipsychotic clozapine is the most effective medication available for schizophrenia and it is the only antipsychotic with a known efficacious clinical range. However, it is dramatically underutilized due to the inability to test clozapine blood levels in finger-pricked patients'...
James J H Chong et al.
Journal of the American Heart Association, 8(1), e011028-e011028 (2019-01-01)
Background Neutrophil gelatinase-associated lipocalin ( NGAL ) or lipocalin 2 may promote atherosclerosis and plaque instability leading to increased risk of cardiac events. We investigated the relationships between plasma NGAL , cardiovascular disease biomarkers, and long-term cardiac events. Methods and...
SAGE open medicine, 286054-286054 (2014)
Sanne Visser et al.
American journal of obstetrics and gynecology, 211(4), 373-373 (2014-03-19)
The aim of this study was to investigate which nonclassic cardiovascular biomarkers are associated with persistent endothelial dysfunction after pregnancy in women with a history of hypertensive pregnancy disorders compared with women with uncomplicated pregnancies. This was a systematic review...
Gwenaëlle Douaud et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(23), 9523-9528 (2013-05-22)
Is it possible to prevent atrophy of key brain regions related to cognitive decline and Alzheimer's disease (AD)? One approach is to modify nongenetic risk factors, for instance by lowering elevated plasma homocysteine using B vitamins. In an initial, randomized...

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