3-O-[2,3,4-tri-O-(tert-butyldimethylsilyl)-6-deoxy-6-thioacetyl-α-D-glucopyranosyl]-1-O-palmitoleoyl-glycerol | 338745-60-1

• 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-O-[2,3,4-tri-O-(tert-butyldimethylsilyl)-6-deoxy-6-thioacetyl-α-D-glucopyranosyl]-1-O-palmitoleoyl-glycerol
• CAS: 338745-60-1
• 化学式: C₄₅H₉₀O₉SSi₃
• 分子量: 891.527
• InChiKey: RVYLEOOVUKYUPE-HVUSLUBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.34
• 重原子数：
  58.0
• 可旋转键数：
  26.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  109.75
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3-O-[2,3,4-tri-O-(tert-butyldimethylsilyl)-6-deoxy-6-thioacetyl-α-D-glucopyranosyl]-1-O-palmitoleoyl-glycerol 在 ammonium heptamolybdate 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 67.0h， 生成 3-O-[2,3,4-tri-O-(tert-butyldimethylsilyl)-6-deoxy-6-sulfo-α-D-glucopyranosyl]-1-O-palmitoleoyl-glycerol sodium salt
  参考文献：
  名称：

  Synthesis of sulfoquinovosylacylglycerols, inhibitors of Eukaryotic DNA Polymerase α and β

  摘要：

  Sulfoquinovosyldiacylglycerols (SQDGs) and sulfoquinovosylmonoacylglycerols (SQMGs), bearing diverse fatty acids, were synthesized from D-glucose, and were examined for enzymatic inhibitions of DNA polymerase alpha and beta. These results indicated that the carbon numbers of the fatty acids were highly related to the activities, at least in vitro, of eukaryotic DNA polymerase inhibition. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00252-2
• 作为产物：
  描述：

  1-O-allyl-2,3,4-tri-O-(tert-butyldimethylsilyl)-6-O-(4-tolylsulfonyl)-α-D-glucopyranoside 在 4-二甲氨基吡啶 、 四氧化锇 、 十二/十四烷基二甲基氧化胺 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 六甲基磷酰三胺 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 57.0h， 生成 3-O-[2,3,4-tri-O-(tert-butyldimethylsilyl)-6-deoxy-6-thioacetyl-α-D-glucopyranosyl]-1-O-palmitoleoyl-glycerol
  参考文献：
  名称：

  Synthesis of sulfoquinovosylacylglycerols, inhibitors of Eukaryotic DNA Polymerase α and β

  摘要：

  Sulfoquinovosyldiacylglycerols (SQDGs) and sulfoquinovosylmonoacylglycerols (SQMGs), bearing diverse fatty acids, were synthesized from D-glucose, and were examined for enzymatic inhibitions of DNA polymerase alpha and beta. These results indicated that the carbon numbers of the fatty acids were highly related to the activities, at least in vitro, of eukaryotic DNA polymerase inhibition. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00252-2