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Merck

C7505

Sigma-Aldrich

L-Cystathionine

≥98% (TLC), suitable for UHPLC

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C7H14N2O4S
Número de CAS:
Peso molecular:
222.26
Beilstein/REAXYS Number:
2505200
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Nombre del producto

L-Cystathionine, ≥98% (TLC)

Quality Level

assay

≥98% (TLC)

form

powder

technique(s)

UHPLC: suitable

color

white

mp

>300 °C

storage temp.

−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

InChI key

ILRYLPWNYFXEMH-WHFBIAKZSA-N

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Application

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 Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Synthesis and evaluation of L-cystathionine as a standard for amino acid analysis.
Amino Y
Bioscience, Biotechnology, and Biochemistry, 81(1), 95-101 (2017)
Moemen S Hanafy et al.
Journal of plant physiology, 170(3), 338-345 (2013-01-05)
Methionine (Met) is a sulfur-containing amino acid that is essential in mammals and whose low abundance limits the nutritional value of grain legumes. Cystathionine γ-synthase (CGS) catalyzes the first committed step of Met biosynthesis, and the stability of its mRNA
Amany K Elshorbagy et al.
Current opinion in clinical nutrition and metabolic care, 15(1), 49-57 (2011-11-24)
The concentrations of several plasma amino acids increase in obesity. Notably, plasma total concentrations of the sulphur amino acid cysteine (tCys) are linearly associated with fat mass in large population studies. Animal and cellular experiments support the concept that cysteine
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)

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