Cbz-DL-Asu(OMe)-OMe | 213338-80-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Cbz-DL-Asu(OMe)-OMe
• 英文别名: Dimethyl 2-(phenylmethoxycarbonylamino)octanedioate；dimethyl 2-(phenylmethoxycarbonylamino)octanedioate
• CAS: 213338-80-8
• 化学式: C₁₈H₂₅NO₆
• 分子量: 351.4
• InChiKey: ALYIPMRIRVAGMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Cbz-DL-Asu(OMe)-OMe 在 L-半胱氨酸盐酸盐无水物 、 sodium acetate 、 papain 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以2.5 g的产率得到Cbz-L-Asu(OMe)-OH
  参考文献：
  名称：

  Inhibitors selective for HDAC6 in enzymes and cells

  摘要：

  Histone deacetylase inhibitors with anticancer or anti-inflammatory activity bind to Class I or Class I and II HDAC enzymes. Here we compare selectivity of inhibitors of a Class II HDAC enzyme (HDAC6) and find one that retains high selectivity in macrophages. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.100
• 作为产物：
  描述：

  dimethyl 2-aminooctanedioate 、 氯甲酸苄酯 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 0.17h， 生成 Cbz-DL-Asu(OMe)-OMe
  参考文献：
  名称：

  Inhibitors selective for HDAC6 in enzymes and cells

  摘要：

  Histone deacetylase inhibitors with anticancer or anti-inflammatory activity bind to Class I or Class I and II HDAC enzymes. Here we compare selectivity of inhibitors of a Class II HDAC enzyme (HDAC6) and find one that retains high selectivity in macrophages. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.100

文献信息

• Antimalarial histone deacetylase inhibitors containing cinnamate or NSAID components
  作者：Nicole C. Wheatley、Katherine T. Andrews、Truc L. Tran、Andrew J. Lucke、Robert C. Reid、David P. Fairlie

  DOI：10.1016/j.bmcl.2010.09.096

  日期：2010.12

  Malaria is the most lethal parasite-mediated tropical infectious disease, killing 1-2 million people each year. An emerging drug target is the enzyme Plasmodium falciparum histone deacetylase 1 (PfHDAC1). We report 26 compounds designed to bind the zinc and exterior surface around the entrance to the active site of PfHDAC1, 16 displaying potent in vitro antimalarial activity (IC(50) < 100 nM) against P. falciparum. Selected compounds were shown to cause hyperacetylation of P. falciparum histones and be > 10-fold more cytotoxic towards P. falciparum than a normal human cell type (NFF). Twenty-two inhibitors feature cinnamic acid derivatives or non-steroidal anti-inflammatory drugs (NSAIDs) as HDAC-binding components. A homology model of PfHDAC1 enzyme gives new insights to interactions likely made by some of these inhibitors. Results support PfHDAC1 as a promising new antimalarial drug target. (C) 2010 Elsevier Ltd. All rights reserved.
• Inhibitors selective for HDAC6 in enzymes and cells
  作者：Praveer K. Gupta、Robert C. Reid、Ligong Liu、Andrew J. Lucke、Steve A. Broomfield、Melanie R. Andrews、Matthew J. Sweet、David P. Fairlie

  DOI：10.1016/j.bmcl.2010.09.100

  日期：2010.12

  Histone deacetylase inhibitors with anticancer or anti-inflammatory activity bind to Class I or Class I and II HDAC enzymes. Here we compare selectivity of inhibitors of a Class II HDAC enzyme (HDAC6) and find one that retains high selectivity in macrophages. (C) 2010 Elsevier Ltd. All rights reserved.