| Title: | Glucosylation of Smoke-Derived Volatiles in Grapevine (Vitis vinifera) is Catalyzed by a Promiscuous Resveratrol/Guaiacol Glucosyltransferase |
| Author(s): | Hartl K; Huang FC; Giri AP; Franz-Oberdorf K; Frotscher J; Shao Y; Hoffmann T; Schwab W; |
| Address: | "Biotechnology of Natural Products, Technische Universitat Munchen , Liesel-Beckmann-Strasse 1, 85354 Freising, Germany. Plant Molecular Biology Unit, Division of Biochemical Sciences, CSIR-National Chemical Laboratory , Pune 411 008 Maharashtra, India. Geisenheim University , Department of Grapevine Breeding, Von-Lade-Strasse 1, 65366 Geisenheim, Germany" |
| ISSN/ISBN: | 1520-5118 (Electronic) 0021-8561 (Linking) |
| Abstract: | "Vinification of grapes (Vitis vinifera) exposed to forest fire smoke can yield unpalatable wine due to the presence of taint compounds from smoke and the release of smoke derived volatiles from their respective glycosides during the fermentation process or in-mouth during consumption. To identify glycosyltransferases (GTs) involved in the formation of glycosidically bound smoke-derived volatiles we performed gene expression analysis of candidate GTs in different grapevine tissues. Second, substrates derived from bushfire smoke or naturally occurring in grapes were screened with the candidate recombinant GTs. A resveratrol GT (UGT72B27) gene, highly expressed in grapevine leaves and berries was identified to be responsible for the production of the phenolic glucosides. UGT72B27 converted the stilbene trans-resveratrol mainly to the 3-O-glucoside. Kinetic analyses yielded specificity constants (k(cat)/K(M)) of 114, 17, 9, 8, and 2 mM(-1) s(-1) for guaiacol, trans-resveratrol, syringol, methylsyringol, and methylguaiacol, respectively. This knowledge will help to design strategies for managing the risk of producing smoke-affected wines" |
| Keywords: | Biocatalysis Glucosyltransferases/chemistry/*metabolism Glycosylation Guaiacol/chemistry/*metabolism Kinetics Plant Proteins/chemistry/*metabolism Resveratrol Smoke/*adverse effects/analysis Stilbenes/*metabolism Vitis/chemistry/*enzymology/metabolism Vol; |
| Notes: | "MedlineHartl, Katja Huang, Fong-Chin Giri, Ashok P Franz-Oberdorf, Katrin Frotscher, Johanna Shao, Yang Hoffmann, Thomas Schwab, Wilfried eng 2017/06/29 J Agric Food Chem. 2017 Jul 19; 65(28):5681-5689. doi: 10.1021/acs.jafc.7b01886. Epub 2017 Jul 7" |
