2,3:4,5-di-O-cyclohexylidene-6-O-(p-methoxybenzyl)-D-myo-inositol | 129163-25-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3:4,5-di-O-cyclohexylidene-6-O-(p-methoxybenzyl)-D-myo-inositol
• CAS: 129163-25-3
• 化学式: C₂₆H₃₆O₇
• 分子量: 460.568
• InChiKey: HZWFDGCRAILKKZ-WMGXJHCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  75.61
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,3:4,5-di-O-cyclohexylidene-6-O-(p-methoxybenzyl)-D-myo-inositol 生成 (+)-1D-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol
  参考文献：
  名称：

  Synthetic study on glycophosphatidyl inositol (GPI) anchor of trypanosoma brucei: Glycoheptaosyl core

  摘要：

  DOI：

  10.1016/s0040-4039(00)97383-0
• 作为产物：
  描述：

  1-O-<(1S)-(-)-camphanoyl>-2,3;4,5-di-O-cyclohexylidene-6-O-(p-methoxybenzyl)-D-myo-inositol 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以99%的产率得到2,3:4,5-di-O-cyclohexylidene-6-O-(p-methoxybenzyl)-D-myo-inositol
  参考文献：
  名称：

  Flip-flop of glycosylphosphatidylinositols (GPI's) across the ER

  摘要：

  已利用新型荧光GPI探针和生化重构方法，证明了糖基磷脂酰肌醇（GPI）生物合成途径中早期中间体的跨膜翻转。

  DOI：

  10.1039/b413196g

文献信息

• Enzymatic Synthesis of Phosphatidylinositol Bearing Polyunsaturated Acyl Group
  作者：Naomichi Baba、Tomoko Kosugi、Hiroko Daido、Hitoshi Umino、Yasuhiro Kishida、Shuhei Nakajima、Sakayu Shimizu

  DOI：10.1271/bbb.60.1916

  日期：1996.1

  A new route for the synthesis of phosphatidylinositol (PI) having a polyunsaturated fatty acyl group was developed by using lipase and phospholipase C as biocatalysts to supplement the normal chemical reactions.

  开发了一种合成具有多不饱和脂肪酰基的磷脂酰肌醇（PI）的新路线，采用脂肪酶和磷脂酶C作为生物催化剂，以补充正常的化学反应。
• Studies Related to Synthesis of Glycophosphatidylinositol Membrane-Bound Protein Anchors. 6. Convergent Assembly of Subunits
  作者：Robert Madsen、Uko E. Udodong、Carmichael Roberts、David R. Mootoo、Peter Konradsson、Bert Fraser-Reid

  DOI：10.1021/ja00110a011

  日期：1995.2

  Glycophosphatidylinositol anchors of membrane-bound proteins are thought to comprise a common pentasaccharide core containing mannan, glucosamine, and inositol residues. A synthetic route to this core is described. In addition, the complete heptasaccharide moiety of the rat brain Thy-1 membrane anchor, the first mammalian membrane anchor to be characterized, has been synthesized. In the case of the Thy-1 anchor, the synthetic plan is based on three building blocks comprising glucosamine-inositol, galactosamine-mannose, and trimannan residues. Although glycosyl donors other than n-pentenyl glycosides (NPGs) have been used in preparing each of these building blocks, the final assembly of the heptasaccharide utilizes NPGs as the only glycosyl donors. The mildness of the conditions for these coupling reactions has allowed us to make provisions for subsequent installation of the three phosphodiester units.