Cystathionine
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IUPAC name
S-((R)-2-amino-2-carboxyethyl)-L-homocysteine
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Other names
L-Cystathionine; S-[(2R)-2-Amino-2-carboxyethyl]-L-homocysteine
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.269 |
KEGG | |
MeSH | Cystathionine |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C7H14N2O4S | |
Molar mass | 222.26 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cystathionine is an intermediate in the synthesis of cysteine from homocysteine. It is produced by the transsulfuration pathway and is converted into cysteine by cystathionine gamma-lyase (CTH).
Biosynthetically, cystathionine is generated from homocysteine and serine by cystathionine beta synthase (upper reaction in the diagram below). It is then cleaved into cysteine and α-ketobutyrate by cystathionine gamma-lyase (lower reaction).
An excess of cystathionine in the urine is called cystathioninuria.
Cysteine dioxygenase (CDO), and sulfinoalanine decarboxylase can turn cysteine into hypotaurine and then taurine.[1] Alternately, the cysteine from the cystathionine gamma-lyase can be used by the enzymes glutamate–cysteine ligase (GCL) and glutathione synthetase (GSS) to produce glutathione.
References
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