Thiophene-2-carbonyl-CoA | 42928-03-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Thiophene-2-carbonyl-CoA
• 英文别名: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] thiophene-2-carbothioate
• CAS: 42928-03-0
• 化学式: C₂₆H₃₈N₇O₁₇P₃S₂
• 分子量: 877.678
• InChiKey: APTYNAZODMUFPO-CITAKDKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4
• 重原子数：
  55
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  417
• 氢给体数：
  9
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  7,13-O,O-diacetyl-2-O-debenzoylbaccatin III 、 Thiophene-2-carbonyl-CoA 在 mutant 2-O-debenzoylbaccatin III 2-O-benzoyltransferase, containing point mutations: Q₁₉P and N₂₃K 作用下， 生成 7,13-O,O-diacetyl-2-O-debenzoyl-2-O-(2-thiophenecarbonyl)baccatin III
  参考文献：
  名称：

  Point Mutations (Q19P and N23K) Increase the Operational Solubility of a 2α-O-Benzoyltransferase that Conveys Various Acyl Groups from CoA to a Taxane Acceptor

  摘要：

  Two site-directed Mutations within the wild-type 2-O-benzoyltransferase (tbt) cDNA, from Taxus cuspidata plants, yielded air encoded protein containing replacement amino acids at Q19P and N23K that trial) to a solvent-exposed loop region. The likely significant changes in the biophysical properties invoked by these mutations Caused the overexpressed, modified TBT (mTBT) to partition into the Soluble enzyme fraction about 5-fold greater than the wild-type enzyme. Sufficient protein could now be acquired to examine the scope of the substrate specificity of mTBT by incubation with 7,13-O,O-diacetyl-2-O-debenzoylbaceatin III that was mixed individually with various substituted benzoyls, alkanoyls, and (E)-butenoyl CoA donors. The mTBT catalyzed the conversion of each 7,13-O,O-diacetyl-2-O-debenzoylbaccatin III to several 7,13-O,O-diacetyl-2-O-acyl-2-O-debenzoylbaccatin III analogues. The relative catalytic efficiency of mTBT with the 7,13-O,O-diacetyl-2-O-debenzoyl surrogate Substrate and heterole carbonyl CoA substrates was slightly greater than with the natural aroyl substrate benzoyl CoA, While substituted benzoyl CoA thioesters were less productive. Short-chain hydrocarbon carbonyl and cyclohexanoyl CoA thioesters were also productive, where C-4 Substrates were transferred by mTBT with similar to 10- to 17-fold greater catalytic efficiency compared to the transfer of benzoyl. The described broad specificity of mTBT suggests (flat a plethora of 2-O-acyl variants of the antimitotic paclitaxel can be assembled through biocatalytic sequences.

  DOI：

  10.1021/np900524d
• 作为产物：
  描述：

  、 coenzyme A disodium salt 在 碳酸氢钠 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.5h， 生成 Thiophene-2-carbonyl-CoA
  参考文献：
  名称：

  Point Mutations (Q19P and N23K) Increase the Operational Solubility of a 2α-O-Benzoyltransferase that Conveys Various Acyl Groups from CoA to a Taxane Acceptor

  摘要：

  Two site-directed Mutations within the wild-type 2-O-benzoyltransferase (tbt) cDNA, from Taxus cuspidata plants, yielded air encoded protein containing replacement amino acids at Q19P and N23K that trial) to a solvent-exposed loop region. The likely significant changes in the biophysical properties invoked by these mutations Caused the overexpressed, modified TBT (mTBT) to partition into the Soluble enzyme fraction about 5-fold greater than the wild-type enzyme. Sufficient protein could now be acquired to examine the scope of the substrate specificity of mTBT by incubation with 7,13-O,O-diacetyl-2-O-debenzoylbaceatin III that was mixed individually with various substituted benzoyls, alkanoyls, and (E)-butenoyl CoA donors. The mTBT catalyzed the conversion of each 7,13-O,O-diacetyl-2-O-debenzoylbaccatin III to several 7,13-O,O-diacetyl-2-O-acyl-2-O-debenzoylbaccatin III analogues. The relative catalytic efficiency of mTBT with the 7,13-O,O-diacetyl-2-O-debenzoyl surrogate Substrate and heterole carbonyl CoA substrates was slightly greater than with the natural aroyl substrate benzoyl CoA, While substituted benzoyl CoA thioesters were less productive. Short-chain hydrocarbon carbonyl and cyclohexanoyl CoA thioesters were also productive, where C-4 Substrates were transferred by mTBT with similar to 10- to 17-fold greater catalytic efficiency compared to the transfer of benzoyl. The described broad specificity of mTBT suggests (flat a plethora of 2-O-acyl variants of the antimitotic paclitaxel can be assembled through biocatalytic sequences.

  DOI：

  10.1021/np900524d

文献信息

• Cell-free synthesis of polyketides
  申请人：THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP1493814A1

  公开（公告）日：2005-01-05

  Cell-free systems which effect the production of polyketides employing modular polyketides synthases are described. Libraries of new and/or known polyketides may also be produced in cell-free systems employing aromatic PKS, modular PKS or both.

  本文描述了利用模块化多酮合成酶生产多酮的无细胞系统。新的和/或已知的多酮类化合物库也可在采用芳香族 PKS、模块化 PKS 或两者的无细胞系统中生产。
• CELL-FREE SYNTHESIS OF POLYKETIDES
  申请人：THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP0836649A1

  公开（公告）日：1998-04-22
• EP0836649A4
  申请人：——

  公开号：EP0836649A4

  公开（公告）日：2000-04-05
• BIOSENSORS, REAGENTS AND DIAGNOSTIC APPLICATIONS OF DIRECTED EVOLUTION
  申请人：Maxygen, Inc.

  公开号：EP1373889A2

  公开（公告）日：2004-01-02
• POWDERED POUCH AND METHOD OF MAKING SAME
  申请人：Monosol, LLC

  公开号：EP2838811A1

  公开（公告）日：2015-02-25