Structure and epimerase activity of anthocyanidin reductase fromVitis vinifera
| Autor: | Chloé Maugé, Olivier Cala, Bernard Gallois, Jean Chaudiere, Thierry Granier, Mahmoud Gargouri, Claude Manigand, Katell Bathany, Isabelle Pianet, Béatrice Langlois d'Estaintot |
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| Rok vydání: | 2009 |
| Předmět: |
Protein Conformation
Cyanidin Racemases and Epimerases Crystallography X-Ray Anthocyanidin reductase Anthocyanins Structure-Activity Relationship chemistry.chemical_compound Allosteric Regulation Isomerism Structural Biology Oxidoreductase Escherichia coli NADH NADPH Oxidoreductases Vitis Transgenes chemistry.chemical_classification Short-chain dehydrogenase biology food and beverages Leucoanthocyanidin reductase General Medicine Enzyme assay Anthocyanidins Flavonoid biosynthesis Biochemistry chemistry biology.protein Crystallization Oxidation-Reduction |
| Zdroj: | Acta Crystallographica Section D Biological Crystallography. 65:989-1000 |
| ISSN: | 0907-4449 |
| DOI: | 10.1107/s0907444909025013 |
| Popis: | Together with leucoanthocyanidin reductase, anthocyanidin reductase (ANR) is one of the two enzymes of the flavonoid-biosynthesis pathway that produces the flavan-3-ol monomers required for the formation of proanthocyanidins or condensed tannins. It has been shown to catalyse the double reduction of anthocyanidins to form 2R,3R-flavan-3-ols, which can be further transformed to the 2S,3R isomers by non-enzymatic epimerization. ANR from grape (Vitis vinifera) was expressed in Escherichia coli and purified. Unexpectedly, RP-HPLC, LC-MS and NMR experiments clearly established that the enzyme produces a 50:50 mixture of 2,3-cis and 2,3-trans flavan-3-ols which have been identified by chiral chromatography to be 2S,3S- and 2S,3R-flavan-3-ols, i.e. the naturally rare (+)-epicatechin and (-)-catechin, when cyanidin is used as the substrate of the reaction. The first three-dimensional structure of ANR is described at a resolution of 2.2 A and explains the inactivity of the enzyme in the presence of high salt concentrations. |
| Databáze: | OpenAIRE |
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