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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

Authors


Welford, RW More by this author
Clifton, IJ More by this author
Turnbull, JJ More by this author
Wilson, SC More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
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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