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通过OcUGT1催化的糖基化和转糖基化作用合成7,8-二羟基黄酮苷

Biosynthesis of 7,8-dihydroxyflavone glycosides via OcUGT1-catalyzed glycosylation and transglycosylation.

作者信息

Yuan Shuai, Yang Yan, Kong Jian-Qiang

机构信息

a Institute of Materia Medica, Chinese Academy of Medical Sciences, Peking Union Medical College (State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Ministry of Health Key Laboratory of Biosynthesis of Natural Products) , Beijing 100050 , China.

出版信息

J Asian Nat Prod Res. 2018 Jul;20(7):662-674. doi: 10.1080/10286020.2018.1481053. Epub 2018 May 31.

DOI:10.1080/10286020.2018.1481053
PMID:29852779
Abstract

Herein, a flavonoid glycosyltransferase (GT) OcUGT1 was determined to be able to attack C-8 position of 7,8-dihydroxyflavone (7,8-DHF) via both glycosylation and transglycosylation reactions. OcUGT1-catalyzed glycosylation of 7,8-DHF resulted in the formation of two monoglycosides 7-O-β-D-glucosyl-8-hydroxyflavone (1a), 7-hydroxy-8-O-β-D-glucosylflavone (1b), as well as one diglycoside 7,8-di-O-β-D-glucosylflavone (1c). Under the action of OcUGT1, inter-molecular trans-glycosylations from aryl β-glycosides to 7,8-DHF to form monoglycosides 1a and 1b were observable.

摘要

在此,一种类黄酮糖基转移酶(GT)OcUGT1被确定能够通过糖基化和转糖基化反应作用于7,8 - 二羟基黄酮(7,8 - DHF)的C - 8位。OcUGT1催化的7,8 - DHF糖基化反应生成了两种单糖苷7 - O-β - D - 葡萄糖基 - 8 - 羟基黄酮(1a)、7 - 羟基 - 8 - O-β - D - 葡萄糖基黄酮(1b),以及一种二糖苷7,8 - 二 - O-β - D - 葡萄糖基黄酮(1c)。在OcUGT1的作用下,可以观察到芳基β - 糖苷与7,8 - DHF之间发生分子间转糖基化反应,形成单糖苷1a和1b。

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