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Chorismic acid (CAS 617-12-9)

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Alternate Names:
trans-3-([1-Carboxyethenyl]oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid
Application:
Chorismic acid is an intermediate used in the biosynthesis of aromatic amino acids
CAS Number:
617-12-9
Purity:
≥80%
Molecular Weight:
226.18
Molecular Formula:
C10H10O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Chorismic acid is used in the biosynthesis of aromatic amino acids via the shikimate pathway. This pathway involves the conversion of chorismic acid to shikimate, which is then converted to aromatic compounds. In biotechnology, chorismic acid has been used to synthesize various compounds, including amino acids, peptides, and antibiotics. Additionally, it may act to have anti-inflammatory, anti-oxidative, and anti-cancer properties.


Chorismic acid (CAS 617-12-9) References

  1. Biosynthesis of indole-3-acetic acid in Azospirillum brasilense. Insights from quantum chemistry.  |  Zakharova, EA., et al. 1999. Eur J Biochem. 259: 572-6. PMID: 10092839
  2. Strobilurin N and two metabolites related to chorismic acid from the fruit bodies of Mycena crocata (Agaricales).  |  Buchanan, MS., et al. 1999. Z Naturforsch C J Biosci. 54: 463-8. PMID: 10488558
  3. Biosynthesis of phenylalanine, tyrosine, 3-(3-carbocyphenyl) alanine and 3-(3-carbocy-4-hydroxyphenyl) alanine in higher plants. Examples of the transformation possibilities for chorismic acid.  |  Larsen, PO., et al. 1975. Biochim Biophys Acta. 381: 397-408. PMID: 1120151
  4. Biosynthesis of p-aminophenylalanine: part of a general scheme for the biosynthesis of chorisimic acid derivatives.  |  Dardenne, GA., et al. 1975. Biochim Biophys Acta. 381: 416-23. PMID: 1120153
  5. An intermediate involved in the formation of 4-aminobenzoic acid from chorismic acid in aerobacter aerogenes.  |  Altendorf, KH., et al. 1969. FEBS Lett. 3: 319-321. PMID: 11947038
  6. Structure of chorismic acid, a new intermediate in aromatic biosynthesis.  |  GIBSON, F. and JACKMAN, LM. 1963. Nature. 198: 388-9. PMID: 13947720
  7. Roles of trpE2, entC and entD in salicylic acid biosynthesis in Mycobacterium smegmatis.  |  Nagachar, N. and Ratledge, C. 2010. FEMS Microbiol Lett. 308: 159-65. PMID: 20487026
  8. Chorismic acid, a key metabolite in modification of tRNA.  |  Hagervall, TG., et al. 1990. J Bacteriol. 172: 252-9. PMID: 2104604
  9. Edwardsiella tarda mutant disrupted in type III secretion system and chorismic acid synthesis and cured of a plasmid as a live attenuated vaccine in turbot.  |  Xiao, J., et al. 2013. Fish Shellfish Immunol. 35: 632-41. PMID: 23732848
  10. Export of salicylic acid from the chloroplast requires the multidrug and toxin extrusion-like transporter EDS5.  |  Serrano, M., et al. 2013. Plant Physiol. 162: 1815-21. PMID: 23757404
  11. Discovery of the Biosynthetic Machinery for Stravidins, Biotin Antimetabolites.  |  Montaser, R. and Kelleher, NL. 2020. ACS Chem Biol. 15: 1134-1140. PMID: 31887014
  12. Characterization of the diastaphenazine/izumiphenazine C biosynthetic gene cluster from plant endophyte Streptomyces diastaticus W2.  |  Dong, J., et al. 2022. Microb Biotechnol. 15: 1168-1177. PMID: 34487423
  13. Characterization and regulation of p-aminobenzoic acid synthase from Streptomyces griseus.  |  Gil, JA., et al. 1985. J Gen Microbiol. 131: 1279-87. PMID: 3930655
  14. Regulation of the Escherichia coli tryptophan operon by early reactions in the aromatic pathway.  |  Held, WA. and Smith, OH. 1970. J Bacteriol. 101: 202-8. PMID: 4904234
  15. Thiamine pyrophosphate requirement for o-succinylbenzoic acid synthesis in Escherichia coli and evidence for an intermediate.  |  Meganathan, R. and Bentley, R. 1983. J Bacteriol. 153: 739-46. PMID: 6337125

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Chorismic acid, 5 mg

sc-500473
5 mg
$235.00

Chorismic acid, 10 mg

sc-500473A
10 mg
$468.00