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Merck

C7505

L-Cystathionine

≥98% (TLC), suitable for UHPLC

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C7H14N2O4S
CAS Number:
Molecular Weight:
222.26
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
200-295-8
MDL number:
Beilstein/REAXYS Number:
2505200
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Product Name

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

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

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)
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)
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



Global Trade Item Number

SKUGTIN
C7505-50MG04061832415970
C7505-250MG04061832415963
C7505-10MG04061832415956