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Merck

C7505

Sigma-Aldrich

L-Cystathionin

≥98% (TLC), suitable for UHPLC

Synonym(e):

(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein

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About This Item

Empirische Formel (Hill-System):
C7H14N2O4S
CAS-Nummer:
Molekulargewicht:
222.26
Beilstein:
2505200
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352209
PubChem Substanz-ID:
NACRES:
NA.26

product name

L-Cystathionin, ≥98% (TLC)

Assay

≥98% (TLC)

Form

powder

Methode(n)

UHPLC: suitable

Farbe

white

mp (Schmelzpunkt)

>300 °C

Lagertemp.

−20°C

SMILES String

N[C@@H](CCSC[C@H](N)C(O)=O)C(O)=O

InChI

1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

InChIKey

ILRYLPWNYFXEMH-WHFBIAKZSA-N

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Anwendung

L-Cystathionine has been used in ultra-performance liquid chromatography for the validation of cystathionine and the correlation of its abundance with vertebrate metamorphosis. It has also been used as an inhibitor of sinusoidal GSH (glutathione) carrier to signify that thiol redox state imbalance is associated with the modulation of autophagy in carcinoma cells.

Biochem./physiol. Wirkung

L-Cystathionine is an intermediate in the biosynthesis of L-cysteine and methionine. It is used as a substrate to differentiate and analyze cystathionine γ-lyase(s). L-Cystathionine is an important non-protein amino acid and is associated with metabolic disorders. In recent studies, L-cystathionine is believed to be the precursor of cyclic imino acid cyclothionine. Cystathioninuria is characterized with imino acid cyclothionine excretion in the urine.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Synthesis and evaluation of L-cystathionine as a standard for amino acid analysis.
Amino Y
Bioscience, Biotechnology, and Biochemistry, 81(1), 95-101 (2017)
Cystathionine gamma-lyase of Streptomyces phaeochromogenes. The occurrence of cystathionine gamma-lyase in filamentous bacteria and its purification and characterization.
Nagasawa T
The Journal of Biological Chemistry, 259(16), 10393-10403 (1984)
The transamination of L-cystathionine, L-cystine and related compounds by a bovine kidney transaminase.
Ricci G
European Journal of Biochemistry, 157(1), 57-63 (1986)
Amany K Elshorbagy et al.
Nutrition (Burbank, Los Angeles County, Calif.), 26(11-12), 1201-1204 (2010-01-19)
Dietary methionine restriction in Fischer-344 rats favorably influences visceral fat mass, insulin sensitivity, metabolic parameters, and longevity. However, little is known about the effects of methionine restriction on serum methionine and its downstream sulfur amino acids. We investigated the serum
Zoltan Dekan et al.
Journal of the American Chemical Society, 133(40), 15866-15869 (2011-09-09)
The two disulfide bonds of α-conotoxin ImI, a peptide antagonist of the α7 nicotinic acetylcholine receptor (nAChR), were systematically replaced with isosteric redox-stable cystathionine thioethers. Regioselective thioether formation was accomplished on solid support through substitution of a γ-chlorohomoalanine by an

Artikel

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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