Imidazol-4-one-5-propionic acid

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Imidazol-4-one-5-propionic acid
Imidazol-4-one-5-propionic acid.png
Names
IUPAC name
3-(5-Oxo-1,4-dihydroimidazol-4-yl)propanoic acid
Identifiers
3D model (JSmol)
ChemSpider
MeSH Imidazol-4-one-5-propionic+acid
  • InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11) ☒N
    Key: HEXMLHKQVUFYME-UHFFFAOYSA-N ☒N
  • InChI=1/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11)
    Key: HEXMLHKQVUFYME-UHFFFAOYAX
  • O=C1N\C=N/C1CCC(=O)O
Properties
C6H8N2O3
Molar mass 156.139
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Imidazol-4-one-5-propionic acid is an intermediate in the metabolism of histidine. It is a colorless compound that is sensitive to light in air. The compound features an imidazolone ring.[1] It arises via the action of urocanase on urocanic acid. Hydrolysis of the heterocycle to the glutamic acid derivative is catalyzed by imidazolonepropionate hydrolase.

See also[]

References[]

  1. ^ Hassall, H.; Greenberg, D. M. (1971). "Preparation and properties of 4(5)-imidazolone-5(4)-propionic acid". Methods Enzymol. 17(Pt. B): 89–91. doi:10.1016/0076-6879(71)17014-0.


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