CAS 535-34-2

cystathionine

Description:

Cystathionine is a naturally occurring amino acid and a key intermediate in the transsulfuration pathway, which is involved in the metabolism of sulfur-containing amino acids, particularly methionine and cysteine. It is a dipeptide formed from the condensation of homocysteine and serine, and it plays a crucial role in the synthesis of cysteine. Cystathionine is characterized by its structural formula, which includes a thioether linkage and a carboxylic acid group, contributing to its reactivity and biological functions. It exists in two stereoisomeric forms, with the L-form being biologically active. In terms of solubility, cystathionine is soluble in water, which facilitates its biological interactions. Elevated levels of cystathionine in the body can be indicative of certain metabolic disorders, including homocystinuria. Additionally, cystathionine can be involved in various biochemical pathways, influencing cellular processes and contributing to the regulation of oxidative stress. Its CAS number, 535-34-2, is used for identification in chemical databases and regulatory contexts.

Formula: C₇H₁₄N₂O₄S

InChI: InChI=1/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: InChIKey=ILRYLPWNYFXEMH-UHFFFAOYSA-N

SMILES: C(CCSCC(C(O)=O)N)(C(O)=O)N

Synonyms:

• (3Alpha,5Alpha,17Alpha)-Androstane-3,17-Diol
• 2-Amino-4-[(2-amino-2-carboxyethyl)sulfanyl]butanoic acid
• 2-Azaniumyl-4-(2-azaniumyl-2-carboxylatoethyl)sulfanylbutanoate
• <span class="text-smallcaps">DL</span>-Allocystathionine
• <span class="text-smallcaps">DL</span>-Cystathionine
• <span class="text-smallcaps">DL</span>-Homocysteine, S-(2-amino-2-carboxyethyl)-
• Butyric acid, α-amino-γ-(2-amino-2-carboxyethylmercapto)-
• Cystathionine, <span class="text-smallcaps">DL</span>-
• Cystathionine, DL-
• DL-Allocystathionine
• DL-Cystathionine
• DL-Homocysteine, S-(2-amino-2-carboxyethyl)-
• Homocysteine, S-(2-amino-2-carboxyethyl)-
• NSC 118379
• S-(2-Amino-2-carboxyethyl)-DL-homocysteine
• S-(2-Amino-2-carboxyethyl)homocysteine
• S-(2-amino-2-carboxyethyl)-L-homocysteine
• S-[(2R)-2-amino-2-carboxyethyl]-L-homocysteine
• DL,DL-allo-Cystathionine, S-(2-Amino-2-carboxyethyl)homocysteine
• CYSTATHIONINE
• dl,dl-allo-cystathionine
• -2-Amino-4-((2-amino-2-carboxyethyl)
• 2-amino-4-[(2-amino-3-hydroxy-3-keto-propyl)thio]butyric acid
• 2-amino-4-(2-amino-3-hydroxy-3-oxopropyl)sulfanylbutanoic acid
• D,L-CYSTATHIONINE
• 2-aMino-4-((2-aMino-2-carboxyethyl)thio)butanoic acid
• 2-azanyl-4-(2-azanyl-3-hydroxy-3-oxo-propyl)sulfanyl-butanoic acid
• Allocystathionine

(2S)-2-Amino-4-((2-amino-2-carboxyethyl)thio)butanoic acid

CAS: 535-34-2

Formula: C₇H₁₄N₂O₄S

Purity: 97%

Color and Shape: Solid

Molecular weight: 222.2621

Ref: IN-DA003U60

DL-Cystathionine

CAS: 535-34-2

DL-Cystathionine

Purity: ≥95%

Molecular weight: 222.26g/mol

Ref: 54-OR1035476

D,L-Cystathionine

CAS: 535-34-2

Formula: C₇H₁₄N₂O₄S

Purity: (HPLC) ≥ 90.0%

Color and Shape: White to off-white powder

Molecular weight: 222.30

Ref: 7W-GM6424

D,L-Cystathionine

Controlled Product

CAS: 535-34-2

Applications Intermediate for transsulfuration whereby a mammal transfers the sulfur of methionine via homocysteine to cysteine.
References Thompson, J.W., et al.: J. Biol. Chem., 266, 17011 (1991), Yoshida, Y., et al.: Microbiol., 148, 3961 (2002), Jiracek, J., et al.: J. Med. Chem., 49, 3982 (2006),

Formula: C₇H₁₄N₂O₄S

Color and Shape: Neat

Molecular weight: 222.26

Ref: TR-C989495

D,L-Cystathionine

CAS: 535-34-2

Cystathionine is a sulfur-containing amino acid that is the precursor of cysteine. Cystathionine synthase, the enzyme that catalyzes the formation of cystathionine, is inhibited by L-cysteine and glutathione. Cystathionine has been shown to be an important growth factor for fibroblasts and osteoblasts in culture as well as a regulator of gene expression. It also has been shown to be essential for iron homeostasis, as it increases iron absorption from the gut and reduces iron excretion in bile. Cystathionine is a highly reactive molecule with a high redox potential and can cause oxidative injury to cells, which may contribute to bowel disease. Cystathionine has been shown to have receptor activity in neurons, and its physiological effects are similar to those of glutamate.

Formula: C₇H₁₄N₂O₄S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 222.26 g/mol

Ref: 3D-FC20766

DL-Cystathionine

CAS: 535-34-2

Purity: 97%

Molecular weight: 222.07

Ref: 10-F554602