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The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity

  • Guy Grant
    ,
  • Jonathan J. Turnbull
    ,
  • Michael J. Nagle
    ,
  • Jürgen F. Seibel
    ,
  • Richard W.D. Welford
    ,
  • Christopher J. Schofield
  • University of Oxford
Research Output: Contribution to journal Article Peer-review

Abstract

Anthocyanidin synthase (ANS), an iron(II) and 2-oxoglutarate (2OG) dependent oxygenase, catalyses the penultimate step in anthocyanin biosynthesis by oxidation of the 2R,3S,4S-cis-leucoanthocyanidins. It has been believed that in vivo the products of ANS are the anthocyanidins. However, in vitro studies on ANS using optically active cis- and trans-leucocyanidin substrates identified cyanidin as only a minor product; instead both quercetin and dihydroquercetin are products with the distribution being dependent on the C-4 stereochemistry of the leucocyanidin substrates.

Publication Information

Output type

Research Output: Contribution to journal Article Peer-review

Original language

English

Pages from-to (Number of pages)

Pages 3853-3857

Journal (Volume, Issue Number)

Bioorganic and Medicinal Chemistry Letters (Volume 13, Issue 21)

Publication milestones

  • Published - 01/01/2003

Publication status

Published - 01/01/2003

ISSN

0960-894X

External Publication IDs

  • handle.net: 10547/294532
  • Scopus: 0141545056

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