[3-[(2R,3R,4S,5S,6S)-6-(acetylsulfanylmethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-octadecanoyloxypropyl] octadecanoate | 289898-48-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: [3-[(2R,3R,4S,5S,6S)-6-(acetylsulfanylmethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-octadecanoyloxypropyl] octadecanoate
• CAS: 289898-48-2
• 化学式: C₆₈H₁₀₆O₁₀S
• 分子量: 1115.65
• InChiKey: FJRDQESPTYMDTI-ZILWPXEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.74
• 重原子数：
  79.0
• 可旋转键数：
  49.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  115.82
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  [3-[(2R,3R,4S,5S,6S)-6-(acetylsulfanylmethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-octadecanoyloxypropyl] octadecanoate 在 Oxone 、 potassium acetate 、 溶剂黄146 作用下， 以83.4%的产率得到Sodium; [(2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(2,3-bis-octadecanoyloxy-propoxy)-tetrahydro-pyran-2-yl]-methanesulfonate
  参考文献：
  名称：

  Synthesis of an immunosuppressant SQAG9 and determination of the binding peptide by T7 phage display

  摘要：

  SQAG9, a new class of immunosuppressive sulfoquinovosylacylglycerol, and its biotinylated derivatives have been synthesized. A T7 Phage library, composed of random cDNA fragments from Drosophila melanogaster, displayed a possible binding peptide of 14 amino acids. The immobilized synthetic peptide on a sensor chip showed a dissociation constant of K-D = 1.5 x 10(-6) against SQAG9 in a surface plasmon resonance experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.085
• 作为产物：
  描述：

  allyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 在 吡啶 、 4-二甲氨基吡啶 、 四氧化锇 、 N-甲基吲哚酮 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 叔丁醇 为溶剂， 生成 [3-[(2R,3R,4S,5S,6S)-6-(acetylsulfanylmethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-2-octadecanoyloxypropyl] octadecanoate
  参考文献：
  名称：

  Synthesis of an immunosuppressant SQAG9 and determination of the binding peptide by T7 phage display

  摘要：

  SQAG9, a new class of immunosuppressive sulfoquinovosylacylglycerol, and its biotinylated derivatives have been synthesized. A T7 Phage library, composed of random cDNA fragments from Drosophila melanogaster, displayed a possible binding peptide of 14 amino acids. The immobilized synthetic peptide on a sensor chip showed a dissociation constant of K-D = 1.5 x 10(-6) against SQAG9 in a surface plasmon resonance experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.085