3-methylbenzoyl-CoA | 252929-20-7

• 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: 3-methylbenzoyl-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] 3-methylbenzenecarbothioate
• CAS: 252929-20-7
• 化学式: C₂₉H₄₂N₇O₁₇P₃S
• 分子量: 885.676
• InChiKey: BNTJLEDGDXBMSM-SXQYHYLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  57
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  389
• 氢给体数：
  9
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  3-methylbenzoyl-CoA 在 titanium(III) citrate 、 methyl-BzCoA reductase Tcl 作用下， 以 aq. buffer 为溶剂， 生成 3-methyl-1,5-dienoyl-CoA
  参考文献：
  名称：

  一种催化多功能的苯甲酰基-CoA还原酶，是反硝化细菌中甲基和卤代苯甲酸酯降解的关键酶。

  摘要：

  I类苯甲酰辅酶A（BzCoA）还原酶（BCR）是芳香族化合物厌氧降解的关键酶。他们可能通过基于自由基的，类似桦木的还原机制催化中央BzCoA中间体及其类似物向ATP依赖性还原成共轭环状1,5-二烯酰基-CoA。于1995年发现的反硝化细菌芳香龙虾（BCRTar）的酶至今仍是唯一分离出的且可从生物化学途径获得的BCR，主要是因为BCR极不稳定，并且迄今为止其异源生产已大大失败。这里，我们描述了一个平台，用于从大肠杆菌中的相关反硝化物种Thauera chlorobenzoica（MBRTcl）编码指定的3-甲基苯甲酰辅酶A还原酶的四个结构基因的异源表达。有人建议参与降解甲基取代的BzCoA类似物。重组的MBRTcl具有一个αβγδ亚基结构，包含三个低电势[4Fe-4S]簇，并且高度不稳定。它催化了BzCoA的ATP依赖性还原脱芳香化反应，每转移两个电子就水解2.3-2.8个ATP，并优先在间

  DOI：

  10.1074/jbc.ra118.003329
• 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 3-methylbenzoyl-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