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Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana
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 p...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer Netherlands
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3271224/ https://www.ncbi.nlm.nih.gov/pubmed/22048846 http://dx.doi.org/10.1007/s10529-011-0784-4 |
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author | Ozaki, Shin-ichi Imai, Hiroya Iwakiri, Tomoya Sato, Takehiro Shimoda, Kei Nakayama, Toru Hamada, Hiroki |
author_facet | Ozaki, Shin-ichi Imai, Hiroya Iwakiri, Tomoya Sato, Takehiro Shimoda, Kei Nakayama, Toru Hamada, Hiroki |
author_sort | Ozaki, Shin-ichi |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-3271224 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | Springer Netherlands |
record_format | MEDLINE/PubMed |
spelling | pubmed-32712242012-02-17 Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana Ozaki, Shin-ichi Imai, Hiroya Iwakiri, Tomoya Sato, Takehiro Shimoda, Kei Nakayama, Toru Hamada, Hiroki Biotechnol Lett Original Research Paper 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. Springer Netherlands 2011-11-03 2012 /pmc/articles/PMC3271224/ /pubmed/22048846 http://dx.doi.org/10.1007/s10529-011-0784-4 Text en © The Author(s) 2011 https://creativecommons.org/licenses/by-nc/4.0/ This article is distributed under the terms of the Creative Commons Attribution Noncommercial License which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited. |
spellingShingle | Original Research Paper Ozaki, Shin-ichi Imai, Hiroya Iwakiri, Tomoya Sato, Takehiro Shimoda, Kei Nakayama, Toru Hamada, Hiroki Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title | Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title_full | Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title_fullStr | Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title_full_unstemmed | Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title_short | Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana |
title_sort | regioselective glucosidation of trans-resveratrol in escherichia coli expressing glucosyltransferase from phytolacca americana |
topic | Original Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3271224/ https://www.ncbi.nlm.nih.gov/pubmed/22048846 http://dx.doi.org/10.1007/s10529-011-0784-4 |
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