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Structural and mechanistic studies on anthocyanidin synthase catalysed oxidation of flavanone substrates: the effect of C-2 stereochemistry on product selectivity and mechanism.

Abstract:

During the biosynthesis of the tricyclic flavonoid natural products in plants, oxidative modifications to the central C-ring are catalysed by Fe(ii) and 2-oxoglutarate dependent oxygenases. The reactions catalysed by three of these enzymes; flavone synthase I, flavonol synthase and anthocyanidin synthase (ANS), are formally desaturations. In comparison, flavanone 3beta-hydroxylase catalyses hydroxylation at the C-3 pro-R position of 2S-naringenin. Incubation of ANS with the unnatural substrat...

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Publication status:
Published

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Publisher copy:
10.1039/b507153d

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Organic and biomolecular chemistry
Volume:
3
Issue:
17
Pages:
3117-3126
Publication date:
2005-09-05
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
URN:
uuid:2ce14682-e5f0-45ff-a868-9341be8c4fdf
Source identifiers:
33201
Local pid:
pubs:33201

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