3-methyl-3-buten-1-yl dimethyl phosphate | 89002-41-5

• 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: 3-methyl-3-buten-1-yl dimethyl phosphate
• 英文别名: Dimethyl isopentenyl phosphate；Dimethyl 3-methylbut-3-en-1-yl phosphate；dimethyl 3-methylbut-3-enyl phosphate
• CAS: 89002-41-5
• 化学式: C₇H₁₅O₄P
• 分子量: 194.167
• InChiKey: ZEFDQQREAAEOPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methyl-3-buten-1-yl dimethyl phosphate 在 氘氧化钠 作用下， 以 氘代甲醇 为溶剂， 反应 96.0h， 生成 dimethylallyl phosphate
  参考文献：
  名称：

  Jacob, L.; Julia, M.; Pfeiffer, B., Bulletin de la Societe Chimique de France, 1990, # 6, p. 719 - 733

  摘要：

  DOI：
• 作为产物：
  描述：

  Dimethyl 3-methyl-3-(methylthio)butyl phosphate 在 potassium tert-butylate 、 calcium carbonate 作用下， 以 氘代二甲亚砜 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-methyl-3-buten-1-yl dimethyl phosphate
  参考文献：
  名称：

  Jacob, L.; Julia, M.; Pfeiffer, B., Bulletin de la Societe Chimique de France, 1990, # 6, p. 719 - 733

  摘要：

  DOI：

文献信息

• A powerful tool for acid catalyzed organic addition and substitution reactions
  作者：Petri A. Turhanen、Jouko J. Vepsäläinen

  DOI：10.1039/c4ra17321j

  日期：——

  green chemistry tool for acid catalyzed reactions has been developed. The multipurpose tool is based on the ability of dry solid materials to donate protons (H+) to starting materials combined with the simultaneous use of a nucleophile (e.g. NaI). The methods enable the following reactions to be conducted at 20–50 °C: selective addition of iodine or alcohols to more substituted carbon in R2CCH2 systems

  已经开发出一种用于酸催化反应的新型绿色化学工具。多功能工具基于干固体材料向质子提供质子（H +）的能力，同时使用亲核试剂（例如NaI）。该方法可以在20–50°C的温度下进行以下反应：在R 2 C CH 2系统（R≠H）中将碘或醇选择性加成更多取代的碳，酯化反应，例如游离脂肪酸与甲醇的反应，以及在更高的温度下（60–100°C）：游离脂肪酸与受阻醇（异丙醇）的酯化反应，向C中添加碘C键，含杂环的氧的打开，在其他官能团或仲醇基存在下伯羟基被碘选择性取代，醇与腈（R-CN）酯化，脂肪酸甘油三酸酯酯交换成生物柴油和糖的次级部分上伯羟基（–CH 2 OH）的选择性衍生化，而没有任何保护。大多数反应也由重复使用的Dowex®阳离子交换树脂进行。
• Characterization of Thermophilic Archaeal Isopentenyl Phosphate Kinases
  作者：Mo Chen、C. Dale Poulter

  DOI：10.1021/bi9017957

  日期：2010.1.12

  Archaea synthesize isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP), the essential building blocks of isoprenoid compounds, from mevalonate (MVA). However, an analysis of the genomes of several members of the Archaea failed to identify genes for the enzymes required to convert phosphomevalonate (PM) to IPP In eukaryotes. The recent discovery of an isopentenyl kinase (IPK) in Methanocaldococcus jannaschii (MJ) Suggests a new variation of the MVA pathway where PM is decarboxylated to give isopentenyl phosphate (IP), which is phosphorylated to produce IPP. A blast search using the MJ protein as a probe revealed a subfamily of amino acid kinases that include the fosfomycin resistance protein fomA, which deactivates the antibiotic by phosphorylation of its phosphonate residue in a reaction similar to the conversion of IP to IPP. IPK genes were cloned from two organisms identified in the search, Methanothermobacter thermautotrophicus (MTH) and Thermoplasma acidophilum (THA), and the His-tagged recombinant proteins were purified by Ni-NTA chromatography. The enzymes catalyze the reversible phosphorylation of IP by ATP, K-cq = 6.3 +/- 1. The catalytic efficiencies (V/K) of the proteins were similar to 2 x 10(6) M-1 s(-1). In the reverse direction, ADP wits a substrate inhibitor for THA IPK, K-i(ADP) = 58 +/- 6 mu M, but not for MTH IPK. Both enzymes were active over a broad range of pH and temperature. Five compounds, dimethylallyl phosphate, isopentenyl thiolophosphate, 1-butyl phosphate, 3-buten-1-yl phosphate, and geranyl phosphate, were evaluated as alternative substrates for the MTH and THA IP kinases. All of the compounds were phosphorylated, although the catalytic efficiency was low for geranyl phosphate.
• JACOB, L.;JULIA, M.;PFEIFFER, B.;ROLANDO, C., BULL. SOC. CHIM. FR.,(1990) N, C. 719-733
  作者：JACOB, L.、JULIA, M.、PFEIFFER, B.、ROLANDO, C.

  DOI：——

  日期：——