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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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The transamination of L-cystathionine, L-cystine and related compounds by a bovine kidney transaminase.
European Journal of Biochemistry, 157(1), 57-63 (1986)
Synthesis and evaluation of L-cystathionine as a standard for amino acid analysis.
Bioscience, Biotechnology, and Biochemistry, 81(1), 95-101 (2017)
Cysteine and obesity: consistency of the evidence across epidemiologic, animal and cellular studies.
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
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
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
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