6-tert-butoxycarbonylamino-hexanoic acid 3-O-({2-[3-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-propyonylamino]-ethoxy}-benzyloxy-phosphoryloxy)-2-O-(tert-butyl-dimethylsilyl)-sn-glyceryl ester | 888959-52-2

• 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: 6-tert-butoxycarbonylamino-hexanoic acid 3-O-({2-[3-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-propyonylamino]-ethoxy}-benzyloxy-phosphoryloxy)-2-O-(tert-butyl-dimethylsilyl)-sn-glyceryl ester
• 英文别名: [(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[oxido-phenylmethoxy-[2-[3-[2-[2-[2-[2-(phenylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]ethoxy]phosphaniumyl]oxypropyl] 6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 888959-52-2
• 化学式: C₄₈H₈₀N₃O₁₆PSi
• 分子量: 1014.23
• InChiKey: DAMOLPUNDQILAD-ZLEBAVBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  69
• 可旋转键数：
  42
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  229
• 氢给体数：
  3
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  6-tert-butoxycarbonylamino-hexanoic acid 3-O-({2-[3-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-propyonylamino]-ethoxy}-benzyloxy-phosphoryloxy)-2-O-(tert-butyl-dimethylsilyl)-sn-glyceryl ester 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 6.0h， 生成 5-[2-[2-[2-[2-[3-[2-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyloxy]propoxy]-hydroxyphosphoryl]oxyethylamino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
  参考文献：
  名称：

  Fluorogenic Phospholipid Substrate to Detect Lysophospholipase D/Autotaxin Activity

  摘要：

  Lysophospholipase D (lysoPLD), also known as autotaxin (ATX), is an important source of the potent mitogen lysophosphatidic acid (LPA). Two fluorogenic substrate analogues for lysoPLD were synthesized in nine steps from (S)-PMB-glycerol. The substrates (FS-2 and FS-3) show significant increases in fluorescence when treated with recombinant ATX and have potential applications in screening for this emerging drug target.

  DOI：

  10.1021/ol060414i
• 作为产物：
  描述：

  叔丁氧羰酰基6-氨基己酸 在 咪唑 、 四氮唑 、 4-二甲氨基吡啶 、 水 、 间氯过氧苯甲酸 、 N,N'-二环己基碳二亚胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 19.5h， 生成 6-tert-butoxycarbonylamino-hexanoic acid 3-O-({2-[3-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-propyonylamino]-ethoxy}-benzyloxy-phosphoryloxy)-2-O-(tert-butyl-dimethylsilyl)-sn-glyceryl ester
  参考文献：
  名称：

  Fluorogenic Phospholipid Substrate to Detect Lysophospholipase D/Autotaxin Activity

  摘要：

  Lysophospholipase D (lysoPLD), also known as autotaxin (ATX), is an important source of the potent mitogen lysophosphatidic acid (LPA). Two fluorogenic substrate analogues for lysoPLD were synthesized in nine steps from (S)-PMB-glycerol. The substrates (FS-2 and FS-3) show significant increases in fluorescence when treated with recombinant ATX and have potential applications in screening for this emerging drug target.

  DOI：

  10.1021/ol060414i

文献信息

• Fluorogenic Phospholipid Substrate to Detect Lysophospholipase D/Autotaxin Activity
  作者：Colin G. Ferguson、Cleve S. Bigman、Robyn D. Richardson、Laurens A. van Meeteren、Wouter H. Moolenaar、Glenn D. Prestwich

  DOI：10.1021/ol060414i

  日期：2006.5.1

  Lysophospholipase D (lysoPLD), also known as autotaxin (ATX), is an important source of the potent mitogen lysophosphatidic acid (LPA). Two fluorogenic substrate analogues for lysoPLD were synthesized in nine steps from (S)-PMB-glycerol. The substrates (FS-2 and FS-3) show significant increases in fluorescence when treated with recombinant ATX and have potential applications in screening for this emerging drug target.