(4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• 化学式: C₃₈H₆₀O₁₈
• 分子量: 804.9
• InChiKey: DRSKVOAJKLUMCL-OTWCSUJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  56
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  295
• 氢给体数：
  11
• 氢受体数：
  18

文献信息

• Method of converting RB to RD by using cutinase under stepwise changing temperatures
  申请人：Xia Yongmei

  公开号：US10557159B2

  公开（公告）日：2020-02-11

  The present invention provides a method to produce RD by using a cutinase to catalyze the esterification of RB under stepwise cooling temperatures, which is related to the field of biosynthesis of organic compounds. The method uses a cutinase from Thermobifida fusca to catalyze the esterification of RB and sophorose to produce RD. The stepwise cooling temperatures are used to reduce the heat inactivation of the enzyme as well as to improve the mass transfer. The method catalyzes the esterification of RB to produce RD in a solvent such as methanol, DMSO and DMF. The reaction is safe, efficient and highly selective. In addition, the method uses stepwise additions of substrate RB and cooling temperatures for the esterification reaction. In this way, it speeds up the initial reaction rate, increases the amount of solved RB as it is converted to RD, and improves the mass transfer to further increase the reaction speed. In summary, the method uses moderate reaction conditions, and has a high yield and a simple purification procedure.

  本发明提供了一种利用角叉菜酶在逐步降温条件下催化RB酯化反应生产RD的方法，该方法涉及有机化合物的生物合成领域。该方法利用嗜热菌中的一种角叉菜酶催化 RB 和槐糖的酯化反应生成 RD。分级冷却温度可减少酶的热失活，并改善传质。该方法在甲醇、二甲基亚砜和 DMF 等溶剂中催化 RB 酯化反应生成 RD。该反应安全、高效、选择性高。此外，该方法采用逐步添加底物 RB 和冷却温度的方式进行酯化反应。这样，它可以加快初始反应速度，在 RB 转化为 RD 的过程中增加溶解 RB 的量，并改善传质，从而进一步提高反应速度。总之，该方法反应条件适中，产率高，纯化过程简单。