H6010

Sigma-Aldrich

L-Homocystine

≥98% (HPLC)

Synonym(s):
L-4,4′-Dithiobis(2-aminobutanoic acid)
Empirical Formula (Hill Notation):
C8H16N2O4S2
CAS Number:
Molecular Weight:
268.35
Beilstein/REAXYS Number:
1728583
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

powder

application(s)

cell analysis: suitable
peptide synthesis: suitable

color

white to off-white

mp

281-284 °C (dec.) (lit.)

SMILES string

NC@@H(CCSSCCC@H(N)C(O)=O)C(O)=O

InChI

1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1

InChI key

ZTVZLYBCZNMWCF-WDSKDSINSA-N

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Packaging

100, 500 mg in poly bottle
1 g in poly bottle

Biochem/physiol Actions

L-Homocystine is the oxidized member of the L-homocysteine:L-homocystine pair. Homocysteine/homocystine is derived from methionine. Homocysteine is a pro-thrombotic factor, vasodilation impairing agent, pro-inflammatory factor and endoplasmatic reticulum-stress inducer used to study cardiovascular disease mechanisms.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

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
Camila Simioni Vanzin et al.
Molecular genetics and metabolism, 104(1-2), 112-117 (2011-07-12)
Homocystinuria is an inherited disorder biochemically characterized by high urinary excretion of homocystine and increased levels of homocysteine (Hcy) and methionine in biological fluids. Affected patients usually have a variety of clinical and pathologic manifestations. Previous experimental data have shown...
S Ramakrishnan et al.
Indian journal of biochemistry & biophysics, 43(5), 275-283 (2006-12-01)
The amino acid homocysteine (Hcy), formed from methionine has profound importance in health and diseases. In normal circumstances, it is converted to cysteine and partly remethylated to methionine with the help of vit B12 and folate. However, when normal metabolism...
Geoffrey P McDermott et al.
Analytical chemistry, 83(15), 6034-6039 (2011-07-08)
The quantification of low-molecular mass thiols and disulfides involved in cellular redox processes is hindered by oxidation or degradation of analytes during conventional sample preparation steps (including deproteinization and derivatization). Researchers therefore seek techniques that minimize sample handling and permit...
J Perła-Kaján et al.
Amino acids, 32(4), 561-572 (2007-02-08)
Homocysteine, a non-protein amino acid, is an important risk factor for ischemic heart disease and stroke in humans. This review provides an overview of homocysteine influence on endothelium function as well as on protein metabolism with a special respect to...
Karin J A Lievers et al.
Annals of clinical biochemistry, 40(Pt 1), 46-59 (2003-01-25)
Homocysteine, a sulphur amino acid, is a branch-point intermediate of methionine metabolism. It can be degraded in the transsulphuration pathway to cystathionine, or remethylated to methionine via the remethylation pathway. In both pathways, major genetic defects that cause enzyme deficiencies...
Articles
Inborn errors of metabolism are caused by changes in specific enzymatic reactions and hundreds of different such alterations, which affect about 1 of every 5000 newborns, have been characterized.
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