Regioselective glucosidation of <Emphasis Type="Italic">trans</Emphasis>-resveratrol in <Emphasis Type="Italic">Escherichia coli</Emphasis> expressing glucosyltransferase from <Emphasis Type="Italic">Phytolacca americana</Emphasis> |
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Authors: | Shin-ichi Ozaki Hiroya Imai Tomoya Iwakiri Takehiro Sato Kei Shimoda Toru Nakayama Hiroki Hamada |
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Institution: | (1) Department of Biological Sciences, Faculty of Agriculture, Yamaguchi University, Yoshida Yamaguchi, 753-8511, Japan;(2) Department of Life Sciences, Faculty of Science, Okayama University of Sciences, 1-1 Ridai-cho, Kita-ku, Okayama 700-0005, Japan;(3) Department of Pharmacology and Therapeutics, Faculty of Medicine, Oita University, Hasama-machi, Oita 879-5593, Japan;(4) Department of Biomolecular Engineering, Graduate School of Engineering, Tohoku University, Sendai Miyagi, 980-8579, Japan; |
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Abstract: | A glucosyltransferase (GT) of Phytolacca americana (PaGT3) was expressed in Escherichia coli and purified for the synthesis of two O-β-glucoside products of trans-resveratrol. The reaction was moderately regioselective with a ratio of 4′-O-β-glucoside: 3-O-β-glucoside at 10:3. We used not only the purified enzyme but also the E. coli cells containing the PaGT3 gene for the synthesis of glycoconjugates. E. coli cell cultures also have other advantages, such as a shorter incubation time compared with cultured plant cells, no need for
the addition of exogenous glucosyl donor compounds such as UDP-glucose, and almost complete conversion of the aglycone to
the glucoside products. Furthermore, a homology model of PaGT3 and mutagenesis studies suggested that His-20 would be a catalytically
important residue. |
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