Chorismic acid
| Chorismic acid | |
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(3R,4R)-3-[(1-carboxyvinyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid |
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| Identifiers | |
| CAS number | 617-12-9  |
| ChemSpider | 11542 |
| ChEBI | CHEBI:17333 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C10H10O6 |
| Molar mass | 226.18 g mol−1 |
| Melting point |
140 °C, 413 K, 284 °F |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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 aromatic amino acids phenylalanine and tyrosine
- Indole, indole derivatives and tryptophan
- 2,3-Dihydroxybenzoic acid (DHB) used for enterobactin biosynthesis
- The plant hormone salicylic acid[1]
- Many alkaloids and other aromatic metabolites.
- The Folate precursor Para-aminobenzoate (pABA)
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]
[edit] Biosynthesis
Shikimate → shikimate-3-phosphate → 5-enolpyruvylshikimate-3-phosphate → chorismate.
[edit] External links
[edit] References
- ^ 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. http://www.nature.com/nature/journal/v414/n6863/full/414562a.html.
- ^ Henry George Liddell, Robert Scott, Henry Stuart Jones and Roderick McKenzie. ISBN 0-19-864226-1.
- ^ 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.
