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69453

Sigma-Aldrich

L-Homocysteine

≥98.0% (NT)

Sinónimos:

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

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About This Item

Fórmula lineal:
HSCH2CH2CH(NH2)COOH
Número de CAS:
6027-13-0
Peso molecular:
135.18
EC Number:
227-891-0
MDL number:
MFCD00151320
UNSPSC Code:
12352204
PubChem Substance ID:
329761669
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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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
Jhonatan A Hernandez-Valdes et al.
Nature communications, 11(1), 1203-1203 (2020-03-07)
Auxotrophy, the inability to produce an organic compound essential for growth, is widespread among bacteria. Auxotrophic bacteria rely on transporters to acquire these compounds from their environment. Here, we study the expression of both low- and high-affinity transporters of the
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
Babak Hooshmand et al.
Brain : a journal of neurology, 136(Pt 9), 2707-2716 (2013-08-29)
Elevated plasma total homocysteine is associated with increased risk of dementia/Alzheimer's disease, but underlying pathophysiological mechanisms are not fully understood. This study investigated possible links between baseline homocysteine, and post-mortem neuropathological and magnetic resonance imaging findings up to 10 years
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
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