1,2-di-O-(3'R,S,7'R,11'R)-phytanyl-sn-glycerol | 223557-89-9

• 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: 1,2-di-O-(3'R,S,7'R,11'R)-phytanyl-sn-glycerol
• 英文别名: sn-1,2-di-O-phytanyl-glycerol；glycerol diphytanyl ether；(2S)-2,3-bis[(7R,11R)-3,7,11,15-tetramethylhexadecoxy]propan-1-ol
• CAS: 223557-89-9
• 化学式: C₄₃H₈₈O₃
• 分子量: 653.17
• InChiKey: ISDBCJSGCHUHFI-BIUQREBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  46
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-di-O-(3'R,S,7'R,11'R)-phytanyl-sn-glycerol 在 N-碘代丁二酰亚胺 、 三乙基硅基三氟甲磺酸酯 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2R,3R,4R,5S)-2-[(R)-2,3-Bis-((7R,11R)-3,7,11,15-tetramethyl-hexadecyloxy)-propoxy]-5-((R)-1,2-dihydroxy-ethyl)-tetrahydro-furan-3,4-diol
  参考文献：
  名称：

  Synthesis and liquid-crystalline properties of novel archaeal diether-type glycolipids possessing one or two furanosyl units

  摘要：

  Archaeal diether-type analogues possessing one or two furanosyl polar head groups and methyl branched aliphatic moieties were synthesized by glycosylation of glycerolipids with pent-4-enyl 2,3,5,6-tetra-O-acetyl-D-glycofuranoside as the donors. The products were shown to form thermotropic and lyotropic liquid crystalline mesophases, tubules and vesicles. The self-assembling properties of the compounds prepared were found to be similar to those of naturally occurring materials, in that they exhibited columnar thermotropic mesophases and hexagonal lyotropic phases. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00291-2
• 作为产物：
  描述：

  2-O-(3'R,S,7'R,11'R)-phytanyl-3-O-benzyl-sn-glycerol 在 Pd-BaSO₄ 氢气 、 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 25.0 ℃ 、103.42 kPa 条件下， 反应 15.0h， 生成 1,2-di-O-(3'R,S,7'R,11'R)-phytanyl-sn-glycerol
  参考文献：
  名称：

  Archaebacterial isoprenoids. Synthesis of 2,3-di-O-phytanyl-sn-glycerol and its 1,2-isomer

  摘要：

  DOI：

  10.1021/jo00350a041

文献信息

• ——
  作者：Christopher J. Burns、Leslie D. Field、Jacqueline Morgan、Brian J. Petteys、Jognandan Prashar、Damon D. Ridley、K. R. A. Samankumara Sandanayake、Valentina Vignevich

  DOI：10.1071/ch01111

  日期：——

  In order to optimize the performance of the AMBRI(TM) biosensor (Nature 1997, 387, 580), a variety of hydrophilic linkers between the hydrophobic bilayer membrane and the gold surface have been synthesized. The principal components are prepared from phytanyl hemisuccinate, which is linked by repeating ethylene glycol or propylene glycol units to a second succinic acid unit. The syntheses of analogous substances in which the ester links are replaced by amide and by ether links are also described.
• Yamagishi, Masahiro; Kakinuma, Katsumi, Agricultural and Biological Chemistry, 1989, vol. 53, # 3, p. 867 - 868
  作者：Yamagishi, Masahiro、Kakinuma, Katsumi

  DOI：——

  日期：——
• YAMAGISHI, MASAHIRO;KAKINUMA, KATSUMI, AGR. AND BIOL. CHEM., 53,(1989) N, C. 867-868
  作者：YAMAGISHI, MASAHIRO、KAKINUMA, KATSUMI

  DOI：——

  日期：——