Chorismic acid

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Chorismic acid
Chemical structure of chorismic acid
Identifiers
CAS number 617-12-9 YesY
ChemSpider 11542 YesY
ChEBI CHEBI:17333 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H10O6
Molar mass 226.18 g mol−1
Melting point 140 °C (284 °F; 413 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Chorismic acid, more commonly known as its anionic form chorismate, is an important biochemical intermediate in plants and microorganisms. It is a precursor for:

The name chorismic acid derives from a classical Greek word, χωρίζω meaning "to separate",[2] because the compound plays a role as a branch-point in aromatic amino acid biosynthesis.[3]

Biosynthesis[edit]

Shikimate → shikimate-3-phosphate → 5-enolpyruvylshikimate-3-phosphate (5-O-(1-carboxyvinyl)-3-phosphoshikimate)

Chorismate pathway 1.png

Chorismate synthase is an enzyme that catalyzes the final chemical reaction 5-O-(1-carboxyvinyl)-3-phosphoshikimate → chorismate + phosphate.

Chorismate pathway 2.png

Metabolism[edit]

Chorismate lyase is an enzyme that transforms chorismate into 4-hydroxybenzoate and pyruvate. This enzyme catalyses the first step in ubiquinone biosynthesis in Escherichia coli and other Gram-negative bacteria.

External links[edit]

References[edit]

  1. ^ Wildermuth MC, Dewdney J, Wu G, Ausubel FM (2001). "Isochorismate synthase is required to synthesize salicylic acid for plant defence". Nature 414 (6863): 562–5. doi:10.1038/35107108. PMID 11734859. 
  2. ^ Henry George Liddell, Robert Scott, Henry Stuart Jones and Roderick McKenzie. A Greek-English Lexicon. ISBN 0-19-864226-1. 
  3. ^ Gibson, F. (1999). "The elusive branch-point compound of aromatic amino acid biosynthesis". Trends in Biochemical Sciences 24 (1): 36–38. doi:10.1016/S0968-0004(98)01330-9. PMID 10087921.  edit