The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity
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Authors
Turnbull, Jonathan J.Nagle, Michael J.
Seibel, Jürgen F.
Welford, Richard W.D.
Grant, Guy H.
Schofield, Christopher J.
Issue Date
2003
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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.Citation
Turnbull, J.J., Nagle, M.J., Seibel, J.F., Welford, R.W.D., Grant, G.H. and Schofield, C.J. (2003) 'The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity', Bioorganic & Medicinal Chemistry Letters, 13(21),pp.3853-3857.Publisher
ElsevierAdditional Links
http://linkinghub.elsevier.com/retrieve/pii/S0960894X0300711XType
ArticleLanguage
enISSN
0960894Xae974a485f413a2113503eed53cd6c53
10.1016/S0960-894X(03)00711-X