Cystathionine

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Cystathionine
Skeletal formula of cystathionine
Ball-and-stick model of the cystathionine molecule as a zwitterion
Names
IUPAC name
2-amino-4-(2-amino-2-carboxy-ethyl) thio-butanoic acid
Other names
L-Cystathionine; S-[(2R)-2-Amino-2-carboxyethyl]-L-homocysteine
Identifiers
56-88-2 YesY
ChEBI CHEBI:17755 YesY
ChEMBL ChEMBL209241 YesY
ChemSpider 388392 N
Jmol 3D model Interactive image
KEGG C00542 YesY
MeSH Cystathionine
PubChem 439258
  • 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 N
    Key: ILRYLPWNYFXEMH-WHFBIAKZSA-N N
  • 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)
    Key: ILRYLPWNYFXEMH-UHFFFAOYAH
  • C(CSC[C@@H](C(=O)O)N)[C@@H](C(=O)O)N
Properties
C7H14N2O4S
Molar mass 222.26 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Cystathionine is an intermediate in the synthesis of cysteine.

An excess in the urine is called cystathioninuria.

Biosynthetically, cystathionineis 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).

File:Cysteine biosynthesis unlabeled.svg
Cysteine metabolism. Cystathionine beta synthase catalyzes the upper reaction and cystathionine gamma-lyase catalyzes the lower reaction.


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