Clavicipitic Acid: Its Structure, Biosynthesis, and Role in Ergot Alkaloid Formation

James E. Robbers, Hideaki Otsuka, Heinz G. Floss, Edward V. Arnold, Jon Clardy

Research output: Contribution to journalArticlepeer-review

57 Scopus citations

Abstract

Clavicipitic acid, a metabolite of Claviceps strain SD 58, is a mixture of isomers, the major one of which was shown by a single-crystal X-ray analysis to give structure Ha. It is formed from tryptophan and mevalonic acid but is not further converted into the tetracyclic ergot alkaloid elymoclavine. Its formation represents a derailment of ergoline biosynthesis after the first pathway-specific step, the isoprenylation of tryptophan.

Original languageEnglish (US)
Pages (from-to)1117-1121
Number of pages5
JournalJournal of Organic Chemistry
Volume45
Issue number6
DOIs
StatePublished - Mar 1980
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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