Prephenic acid
Chemical compound / From Wikipedia, the free encyclopedia
Prephenic acid, commonly also known by its anionic form prephenate, is an intermediate in the biosynthesis of the aromatic amino acids phenylalanine and tyrosine, as well as of a large number of secondary metabolites of the shikimate pathway.
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
(1s,4s)-1-(2-Carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid | |
Other names
Prephenate; cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid | |
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MeSH | Prephenic+acid |
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Properties | |
C10H10O6 | |
Molar mass | 226.184 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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It is biosynthesized by a [3,3]-sigmatropic Claisen rearrangement of chorismate.[1][2]