| 310870-44-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 310870-44-1
• 化学式: C₉₂H₉₈O₁₆S
• 分子量: 1491.85
• InChiKey: DQPMXPWBPULKHN-LADBDYQCSA-N

反应信息

• 作为反应物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以83%的产率得到(S/R)-Phenylsulfinyl 2,3,4-tri-O-benzyl-6-O-[3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-2-O-pivaloyl-α-D-mannopyranosyl)-α-D-mannopyranosyl]-1-deoxy-α-D-mannopyranoside
  参考文献：
  名称：

  Inositolphosphoglycan Mediators Structurally Related to Glycosyl Phosphatidylinositol Anchors: Synthesis, Structure and Biological Activity

  摘要：

  The preparation of the pseudopentasaccharide 1a, an inositolphosphoglycan (IPG) that contains the conserved linear structure of glycosyl phosphatidylinositol anchors (GPI anchors), was carried out by using a highly convergent 2+3-block synthesis approach which involves imidate and sulfoxide glycosylation reactions. The preferred solution conformation of this structure was determined by using NMR spectroscopy and molecular dynamics simulations prior to carrying out quantitative structure-activity relationship studies in connection with the insulin signalling process. The ability of 1a to stimulate lipogenesis in rat adipocites as well as to inhibit cAMP dependent protein kinase and to activate pyruvate dehydrogenase phosphatase was investigated. Compound 1a did not show any significant activity, which may be taken as a strong indication that the GPI anchors are not the precursors of the IPG mediators.

  DOI：

  10.1002/1521-3765(20001002)6:19<3608::aid-chem3608>3.0.co;2-q
• 作为产物：
  描述：

  1-(Phenylsulfinyl)-3,4,6-tri-O-benzyl-2-O-pivaloyl-1-deoxy-D-mannopyranoside 、 Phenyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside 在 2,6-二叔丁基-4-甲基吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以73%的产率得到
  参考文献：
  名称：

  Inositolphosphoglycan Mediators Structurally Related to Glycosyl Phosphatidylinositol Anchors: Synthesis, Structure and Biological Activity

  摘要：

  The preparation of the pseudopentasaccharide 1a, an inositolphosphoglycan (IPG) that contains the conserved linear structure of glycosyl phosphatidylinositol anchors (GPI anchors), was carried out by using a highly convergent 2+3-block synthesis approach which involves imidate and sulfoxide glycosylation reactions. The preferred solution conformation of this structure was determined by using NMR spectroscopy and molecular dynamics simulations prior to carrying out quantitative structure-activity relationship studies in connection with the insulin signalling process. The ability of 1a to stimulate lipogenesis in rat adipocites as well as to inhibit cAMP dependent protein kinase and to activate pyruvate dehydrogenase phosphatase was investigated. Compound 1a did not show any significant activity, which may be taken as a strong indication that the GPI anchors are not the precursors of the IPG mediators.

  DOI：

  10.1002/1521-3765(20001002)6:19<3608::aid-chem3608>3.0.co;2-q