(+/-)-myo-Inosit-1,4-bis-dihydrogenphosphat | 74465-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-myo-Inosit-1,4-bis-dihydrogenphosphat
• 英文别名: 1D-myo-inositol 1,4-bisphosphate；[(2R,3R,5R,6S)-2,3,5,6-tetrahydroxy-4-phosphonooxycyclohexyl] dihydrogen phosphate
• CAS: 74465-19-3；47055-78-7
• 化学式: C₆H₁₄O₁₂P₂
• 分子量: 340.117
• InChiKey: PELZSPZCXGTUMR-MBEOBJKWSA-N

物化性质

• 沸点：
  725.9±70.0 °C(Predicted)
• 密度：
  2.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  214
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (D)-1,2:4,5-di-O-isopropylidene-myo-inositol 在 palladium on activated charcoal 盐酸 、 氢气 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 12.67h， 生成 (+/-)-myo-Inosit-1,4-bis-dihydrogenphosphat
  参考文献：
  名称：

  Schmitt, Laurent; Bortmann, Patrick; Schlewer, Gilbert, Journal of the Chemical Society. Perkin transactions II, 1993, # 11, p. 2257 - 2264

  摘要：

  DOI：

文献信息

• A thiophosphate analog of dimyristoylphosphatidyl-inositol-4-phosphate is a substrate for mammalian phosphoinositide-specific phospholipase c
  作者：H.Stewart Hendrickson、Elizabeth K. Hendrickson

  DOI：10.1016/s0960-894x(98)00174-7

  日期：1998.5

  1,2-Dimyristoyloxypropane-3-thiophosphate(rac-1-myo-inositol-4-phosphate), a thiophosphate analog of dimyristoyl phosphatidylinositol-4-phosphate was synthesized as a substrate for mammalian phosphoinositide-specific phospholipase C. Its activity with Delta(1-132)-PI-PLC-delta(1) (a deletion mutant with the N-terminal pleckstrin homology domain removed) was studied in sonicated dispersions, with and without added Triton X-100. It had an initial activity of about 30 mu mol min(-1) mg(-1), which rapidly decreased due to substrate depletion in the vesicle or micelle. The slower rate of hydrolysis appeared limited by enzyme hopping or exchange of substrate between vesicles or micelles, which was more rapid in the presence of detergent. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Synthesis of 5-phosphonate analogues of myo-inositol 1,4,5-trisphosphate: possible intracellular calcium antagonists
  作者：C.E. Dreef、W. Schiebler、G.A. van der Marel、J.H. van Boom

  DOI：10.1016/s0040-4039(00)79454-8

  日期：1991.10

  The racemic 5-phosphonate analogues IV and V of myo-inositol 1,4,5-trisphosphate were readily accessible by bisphosphorylation of the common precursor 6, removal of the p-methoxybenzyl group, phosphonylation and subsequent hydrogenolysis of the benzyl protecting groups. The methylphosphonate analogue IV acted as a calcium antagonist in permeabilized human platelets, whereas the (difluoromethyl)phosphonate V exhibited only very little antagonistic activity.
• Schmitt, Laurent; Bortmann, Patrick; Schlewer, Gilbert, Journal of the Chemical Society. Perkin transactions II, 1993, # 11, p. 2257 - 2264
  作者：Schmitt, Laurent、Bortmann, Patrick、Schlewer, Gilbert、Spiess, B.

  DOI：——

  日期：——