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Key Documents

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
Li Ma et al.
Nature communications, 11(1), 2772-2772 (2020-06-04)
Vestigial structures are key indicators of evolutionary descent, but the mechanisms underlying their development are poorly understood. This study examines vestigial eye formation in the teleost Astyanax mexicanus, which consists of a sighted surface-dwelling morph and multiple populations of blind
K Mehlig et al.
Heart (British Cardiac Society), 99(23), 1761-1765 (2013-09-10)
An elevated level of total plasma homocysteine (tHcy) has been associated with risk of coronary heart disease (CHD). The level of tHcy is affected by lifestyle, in addition to genetic predisposition. The methylene tetrahydrofolate reductase (MTHFR) 677C>T polymorphism (rs1801133) is
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

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