Biosynthesis of porphyrins and related macrocycles. Part 13. Structure of the protoporphyrin isomer derived from coproporphyrinogen IV by the action of beef-liver coproporphyrinogenase: Synthesis of protoporphyrin XIII

Alan R. Battersby, Andrew D. Hamilton, Edward McDonald, Luisa Mombelli, Oi Hoong Wong

Research output: Contribution to journalArticle

Abstract

Coproporphyrinogen IV (8) is synthesised and is oxidatively decarboxylated by coproporphyrinogenase from beef-liver to produce, after aromatisation, a porphyrin proved to be protoporphyrin XIII (11) by spectroscopy and by unambiguous synthesis; the synthetic route is described. A monovinylporphyrin, derived from an intermediate for the conversion (8) → (11), is also isolated. The importance of these results for earlier biosynthetic studies with pyrromethanes is discussed.

Original languageEnglish (US)
Pages (from-to)1283-1289
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - 1980

ASJC Scopus subject areas

  • Chemistry(all)

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