Glutaconic acid

Glutaconic acid
trans
cis
Space-filling model of the trans isomer
Space-filling model of the cis isomer
Names
IUPAC name
Pent-2-enedioic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+ checkY
    Key: XVOUMQNXTGKGMA-OWOJBTEDSA-N checkY
  • InChI=1/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/b2-1+
    Key: XVOUMQNXTGKGMA-OWOJBTEDBR
  • O=C(O)\C=C\CC(=O)O
Properties
C5H6O4
Molar mass 130.099 g/mol
Appearance Colorless solid
Melting point 137 to 139 °C (279 to 282 °F; 410 to 412 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

trans-Glutaconic acid is an organic compound with formula HO2CCH=CHCH2CO2H. This dicarboxylic acid exists as a colorless solid and is related to the saturated chemical glutaric acid, HO2CC(CH2)3CO2H. Esters and salts of glutaconic acid are called glutaconates.

Glutaconate bound to coenzyme A, glutaconyl-CoA, is an intermediate in lysine metabolism.[1]

  1. ^ Voet, Donald; Voet, Judith G. (2011). Biochemistry (4 ed.). Hoboken, NJ: Wiley. pp. 1040–1041. ISBN 978-0-470-57095-1.