Trimethylsilyl 10-((trimethylsilyl)oxy)octadecanoate | 1008112-74-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Trimethylsilyl 10-((trimethylsilyl)oxy)octadecanoate
• 英文别名: trimethylsilyl 10-trimethylsilyloxyoctadecanoate
• CAS: 1008112-74-0
• 化学式: C₂₄H₅₂O₃Si₂
• 分子量: 444.846
• InChiKey: JXFRVJGJJXSONB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  29
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  油酸 在 吡啶 、 oleate hydratase from macrococcus caseolyticus 、 水 、 腺嘌呤黄素 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 Trimethylsilyl 10-((trimethylsilyl)oxy)octadecanoate
  参考文献：
  名称：

  Biochemical characterization and FAD-binding analysis of oleate hydratase from Macrococcus caseolyticus

  摘要：

  A putative fatty acid hydratase gene from Macrococcus caseolyticus was cloned and expressed in Escherichia coli. The recombinant enzyme was a 68 kDa dimer with a molecular mass of 136 kDa. The enzyrnatic products formed from fatty acid substrates by the putative enzyme were isolated with high purity (>99%) by solvent fractional crystallization at low temperature. After the identification by GC MS, the purified hydroxy fatty acids were used as standards to quantitatively determine specific activities and kinetic parameters for fatty acids as substrates. Among the fatty acids evaluated, specific activity and catalytic efficiency (k t1Kin) were highest for oleic acid, indicating that the putative fatty acid hydratase was an oleate hydratase. Hydration occurred only for cis-9-double and cis-12-double bonds of unsaturated fatty acids without any trans-configurations. The maximum activity for oleate hydration was observed at pH 6.5 and 25 C with 2% (v/v) ethanol and 0.2 mM FAD. Without FAD, all catalytic activity was abolished. Thus, the oleate hydratase is an FAD-dependent enzyme. The residues G29, G31, S34, E50, and E56, which are conserved in the FAD-binding motif of fatty acid hydratases (GXGXXG((A/S))X((15-21))E(D), were selected by alignment, and the spectral properties and kinetic parameters of their alanine-substituted variants were analyzed. Among the five variants, G29A. G31A, and E56A showed no interaction with FAD and exhibited no activity. These results indicate that G29, G31, and E56 are essential for FAD-binding. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.biochi.2011.12.011

文献信息

• Hydrogen and trimethylsilyl transfers during EI mass spectral fragmentation of hydroxycarboxylic and oxocarboxylic acid trimethylsilyl derivatives
  作者：Jean-François Rontani、Claude Aubert

  DOI：10.1016/j.jasms.2007.10.014

  日期：2008.1.1

  the case of hydroxycarboxylic acid trimethylsilyl derivatives of formula RCHOTMS(CH2)nCOOTMS and at [RC(OTMS)=CH2]+., [RC(=OTMS)CH=CH2]+, and [M-RC(=O)CH2]+ in the case of oxocarboxylic acid trimethylsilyl esters of formula RC(=O)(CH2)nCOOTMS. Some of these fragmentations appeared to be sufficiently specific to be used to characterize these compounds. Several fragmentation pathways involving trimethylsilyl

  这篇论文描述了一些羟基羧酸和氧代羧酸三甲基甲硅烷基衍生物的电子电离质谱碎片，重点关注这些化合物的两个官能团之间相互作用导致的碎片离子的形成。这些相互作用导致在 [ =C(OTMS)2]+.、[ =CHC(OTMS)=OTMS]+、[M-31]+、[M-105]+ 和 [ M-RCHO]+。对于式 RCHOTMS(CH2)nCOOTMS 和 [RC(OTMS)= ]+.、[RC(=OTMS)CH= ]+ 和 [M-RC(=O) ] 的羟基羧酸三甲基甲硅烷基衍生物的情况]+ 在式 RC(=O)( )nCOOTMS 的氧代羧酸三甲基甲硅烷基酯的情况下。其中一些碎片似乎具有足够的特异性，可用于表征这些化合物。