3-O-β-D-glucopyranosyl-1,6-dihydroxyxanthone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-O-β-D-glucopyranosyl-1,6-dihydroxyxanthone
• 英文别名: 1,6-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• 化学式: C₁₉H₁₈O₁₀
• 分子量: 406.346
• InChiKey: LDVPGSBVIAAPML-LQDZTQBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 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：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 gentisein 在 glycosyltransferase from Carthamus tinctorius (L_.) (Honghua) recombinant 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 生成 、 、 3-O-β-D-glucopyranosyl-1,6-dihydroxyxanthone
  参考文献：
  名称：

  Exploring the Catalytic Promiscuity of a New Glycosyltransferase from Carthamus tinctorius

  摘要：

  The catalytic promiscuity of a new glycosyltransferase (UGT73AE1) from Carthamus tinctorius was explored. UGT73AE1 showed the capability to glucosylate a total of 19 structurally diverse types of acceptors and to generate O-, S-, and N-glycosides, making it the first reported trifunctional plant glycosyltransferase. The catalytic reversibility and regioselectivity were observed and modeled in a one-pot reaction transferring a glucose moiety from icariin to emodin. These findings demonstrate the potential versatility of UGT73AE1 in the glycosylation of bioactive natural products.

  DOI：

  10.1021/ol502380p

文献信息

• Exploring the Catalytic Promiscuity of a New Glycosyltransferase from <i>Carthamus tinctorius</i>
  作者：Kebo Xie、Ridao Chen、Jianhua Li、Ruishan Wang、Dawei Chen、Xiaoxiang Dou、Jungui Dai

  DOI：10.1021/ol502380p

  日期：2014.9.19

  The catalytic promiscuity of a new glycosyltransferase (UGT73AE1) from Carthamus tinctorius was explored. UGT73AE1 showed the capability to glucosylate a total of 19 structurally diverse types of acceptors and to generate O-, S-, and N-glycosides, making it the first reported trifunctional plant glycosyltransferase. The catalytic reversibility and regioselectivity were observed and modeled in a one-pot reaction transferring a glucose moiety from icariin to emodin. These findings demonstrate the potential versatility of UGT73AE1 in the glycosylation of bioactive natural products.