luteolin 7-O-α-L-rhamnopyranoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: luteolin 7-O-α-L-rhamnopyranoside
• 英文别名: luteolin 7-O-α-L-rhamnoside；luteolin-7-O-α-L-rhamnoside；luteolin-7-O-rhamnoside；luteolin-7-O-alpha-L-rhamnoside；2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• 化学式: C₂₁H₂₀O₁₀
• 分子量: 432.384
• InChiKey: GRBYFYORPBZEIN-RWKYHZLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  TDP-L-rhamnose 、 木犀草素 在 flavonol 7-O-rhamnosyltransferase from Arabidopsis thaliana 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 生成 luteolin 7-O-α-L-rhamnopyranoside
  参考文献：
  名称：

  Expanded acceptor substrates flexibility study of flavonol 7-O-rhamnosyltransferase, AtUGT89C1 from Arabidopsis thaliana

  摘要：

  Acceptor substrates flexibility of previously characterized flavonol 7-O-rhamnosyltransferase (AtUGT89C1) from Arabidopsis thaliana was explored with an endogenous nucleotide diphosphate sugar and five different classes of flavonoids (flavonols, flavones, flavanones, chalcone and stilbenes) through a biotransformation approach. In contrast to the previous reports, this study highlights the expanded acceptor substrate promiscuity of AtUGT89C1 for the regiospecific glycosylation of diverse class of flavonoids at 7-hydroxyl position using microbial thymidine diphosphate (TDP)-L-rhamnose as sugar donor instead of uridine diphosphate-L-rhamnose. We examine the biocatalytic potential of AtUGT89C1 using endogenous sugar (TDP-L-rhamnose) from E. coli to generate a library of flavonoid 7-O-rhamnosides. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.09.010