2-Oxopent-4-enoic acid

Last updated
2-Oxopent-4-enoic acid
2-Oxopent-4-enoic acid.svg
Names
Preferred IUPAC name
2-Oxopent-4-enoic acid
Other names
2-Keto-4-pentenoic acid
Identifiers
3D model (JSmol)
1851398
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C5H6O3/c1-2-3-4(6)5(7)8/h2H,1,3H2,(H,7,8)
    Key: NOXRYJAWRSNUJD-UHFFFAOYSA-N
  • InChI=1/C5H6O3/c1-2-3-4(6)5(7)8/h2H,1,3H2,(H,7,8)
    Key: NOXRYJAWRSNUJD-UHFFFAOYAP
  • O=C(C(=O)O)C\C=C
Properties
C5H6O3
Molar mass 114.100 g·mol−1
Related compounds
Related compounds
 Pentenoic acid; 4-Hydroxy-3-pentenoic acid; 2-Amino-5-chloro-4-pentenoic acid; (2R)-2-Methylpent-4-enoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Oxopent-4-enoic acid (2-oxopent-4-enoate) is formed by the dehydration of 4-hydroxy-2-oxopentanoate by 2-oxopent-4-enoate hydratase or by the hydrolysis of 2-hydroxymuconate semialdehyde by 2-hydroxymuconate-semialdehyde hydrolase. [1] [2]

(2E,4Z)-2-hydroxy-6-oxohexa-2,4-dienoic acid.svg
2-Hydroxymuconate semialdehyde
 
H2O
HCO2H
2-Oxopent-4-enoic acid
H2O
HCO2H
 
2-Oxopent-4-enoic acid.svg
2-Oxopent-4-enoic acid

References

  1. ↑ Sala-Trepat JM, Evans WC (1971). "The meta cleavage of catechol by Azotobacter species 4-Oxalocrotonate pathway". Eur. J. Biochem. 20 (3): 400–13. doi: 10.1111/j.1432-1033.1971.tb01406.x . PMID   4325686.
  2. ↑ Enzyme 3.7.1.19 at KEGG Pathway Database.


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