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69453

Sigma-Aldrich

L-Homocysteine

≥98.0% (NT)

Synonym(s):

(S)-2-Amino-4-mercaptobutyric acid

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About This Item

Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

L-Homocysteine, ≥98.0% (NT)

Assay

≥98.0% (NT)

form

powder

optical activity

[α]/D 25.5±1.5°, c = 1 in 1 M HCl

color

white

mp

263-265 °C

application(s)

cell analysis

relevant disease(s)

Alzheimer′s disease

storage temp.

−20°C

SMILES string

N[C@@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 Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

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Assessment of homocysteine status
Refsum H, et al.
Journal of inherited metabolic disease, 20(2), 286-294 (1997)
Arpita Basu et al.
Atherosclerosis, 236(1), 188-195 (2014-07-27)
Plasma total homocysteine (tHcy) has been positively associated with carotid intima-media thickness (IMT) in non-diabetic populations and in a few cross-sectional studies of diabetic patients. We investigated cross-sectional and prospective associations of a single measure of tHcy with common and
Ioana Cotlarciuc et al.
Stroke, 45(7), 1920-1924 (2014-05-23)
Elevated total plasma homocysteine (tHcy) levels are known to be associated with increased risk of ischemic stroke (IS). Given that both tHcy and IS are heritable traits, we investigated a potential genetic relationship between homocysteine levels and stroke risk by
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
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'

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