{2-[2-(2-{2-[2-(2-Hydroxy-ethylcarbamoyl)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl}-carbamic acid benzyl ester | 709675-87-6

• 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: {2-[2-(2-{2-[2-(2-Hydroxy-ethylcarbamoyl)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl}-carbamic acid benzyl ester
• 英文别名: benzyl N-[2-[2-[2-[2-[3-(2-hydroxyethylamino)-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
• CAS: 709675-87-6
• 化学式: C₂₁H₃₄N₂O₈
• 分子量: 442.51
• InChiKey: ZIUHTSVZZKJRKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  31
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {2-[2-(2-{2-[2-(2-Hydroxy-ethylcarbamoyl)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl}-carbamic acid benzyl ester 在 palladium on activated charcoal 四氮唑 、 氢气 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， -40.0~20.0 ℃ 、344.74 kPa 条件下， 反应 7.5h， 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：

  苯甲氧羰酰基四聚乙二醇羧乙基 、 C.I.酸性橙108 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.25h， 以74%的产率得到{2-[2-(2-{2-[2-(2-Hydroxy-ethylcarbamoyl)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl}-carbamic acid benzyl 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

• Compounds and methods of use thereof for assaying lysophospholipase D activity
  申请人：Echelon Biosciences Incorporated

  公开号：US20040171096A1

  公开（公告）日：2004-09-02

  Fluorogenic lysophosphatidic acid derivatives which can be used as substrates in a continuous, fluorogenic assay that can be performed in microtiter plates. The assays permit measuring LysoPLD activity levels in normal events such as pregnancy or disease states such as cancer. In addition, the present invention can be adopted to high throughout screening(HTS) for identification of potential inhibitors of lysoPLD activity.

  可以用作底物的荧光型溶血磷脂酸衍生物，可在微孔板中进行连续的荧光测定。该测定可用于测量正常事件（如妊娠）或疾病状态（如癌症）中的溶血磷脂酸酯酶（LysoPLD）活性水平。此外，本发明可用于高通量筛选（HTS），以鉴定潜在的溶血磷脂酸酯酶抑制剂。
• US7459285B2
  申请人：——

  公开号：US7459285B2

  公开（公告）日：2008-12-02
• US7989663B2
  申请人：——

  公开号：US7989663B2

  公开（公告）日：2011-08-02
• US8512971B2
  申请人：——

  公开号：US8512971B2

  公开（公告）日：2013-08-20
• [EN] COMPOUNDS AND MEHTODS OF USE THEREOF FOR ASSAYING LYSOPHOSPHOLIPASE D ACTIVITY<br/>[FR] COMPOSES ET METHODES D'UTILISATION DE CES DERNIERS POUR MESURER L'ACTIVITE LYSOPHOSPHOLIPASE D
  申请人：ECHELON BIOSCIENCES INC

  公开号：WO2004053459A2

  公开（公告）日：2004-06-24

  Fluorogenic lysophosphatidic acid derivatives which can be used as substrates in a continuous, fluorogenic assay that can be performed in microtiter plates. The assays permit measuring LysoPLD activity levels in normal events such as pregnancy or disease states such as cancer. In addition, the present invention can be adopted to high throughout screening(HTS) for identification of potential inhibitors of lysoPLD activity.