1-N-dansyl-2-N-(methoxycarbonylpentyl)aminocarbonylpentyl-1-amino-1,2,5-trideoxy-2,5-imino-D-mannitol | 1025505-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-N-dansyl-2-N-(methoxycarbonylpentyl)aminocarbonylpentyl-1-amino-1,2,5-trideoxy-2,5-imino-D-mannitol
• 英文别名: methyl 6-[6-[(2R,3R,4R,5R)-2-[[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]hexanoylamino]hexanoate
• CAS: 1025505-55-8
• 化学式: C₃₁H₄₈N₄O₈S
• 分子量: 636.81
• InChiKey: PPCUDCUIPSNTGC-SKTIGWRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  177
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-N-dansyl-2-N-(methoxycarbonylpentyl)aminocarbonylpentyl-1-amino-1,2,5-trideoxy-2,5-imino-D-mannitol 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 生成
  参考文献：
  名称：

  用固定化的抑制糖苷酶的亚氨基糖醇进行糖苷酶谱分析-概念验证研究。

  摘要：

  将三种典型的抑制糖苷酶的亚氨基醛糖醇附着到展示在硅芯片上的多胺表面上。暴露于代表性的β-葡萄糖苷酶揭示了选择性的结合事件，反映了在这项研究中探测到的抑制剂的不同结构特征。这为成功开发亚氨基糖家族典型可逆糖苷酶抑制剂的微阵列提供了概念验证。

  DOI：

  10.1016/j.bmcl.2008.01.124
• 作为产物：
  描述：

  6-氧代己酸甲酯 在 sodium hydroxide 、 sodium cyanoborohydride 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 36.0h， 生成 1-N-dansyl-2-N-(methoxycarbonylpentyl)aminocarbonylpentyl-1-amino-1,2,5-trideoxy-2,5-imino-D-mannitol
  参考文献：
  名称：

  Fine tuning of β-glucosidase inhibitory activity in the 2,5-dideoxy-2,5-imino-d-mannitol (DMDP) system

  摘要：

  Based on our extensive studies of D-glucosidase inhibiting 2,5-dideoxy-2,5-imino-D-mannitol derivatives, we have been trying to create a series of fluorescent derivatives with a view to an 'inhibitory activity ruler' based on competitive displacement reactions of non-fluorescent inhibitors by fluorescent ones and vice versa, which can be performed and followed in microtiter plates or on-chips. Thus, a set of compounds was assembled with K-i values between 2 nM and 1 mu M against Agrobacterium sp. beta-glucosidase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.03.010

文献信息

• Fine tuning of β-glucosidase inhibitory activity in the 2,5-dideoxy-2,5-imino-d-mannitol (DMDP) system
  作者：Tanja M. Wrodnigg、Arnold E. Stütz、Chris A. Tarling、Stephen G. Withers

  DOI：10.1016/j.carres.2006.03.010

  日期：2006.7

  Based on our extensive studies of D-glucosidase inhibiting 2,5-dideoxy-2,5-imino-D-mannitol derivatives, we have been trying to create a series of fluorescent derivatives with a view to an 'inhibitory activity ruler' based on competitive displacement reactions of non-fluorescent inhibitors by fluorescent ones and vice versa, which can be performed and followed in microtiter plates or on-chips. Thus, a set of compounds was assembled with K-i values between 2 nM and 1 mu M against Agrobacterium sp. beta-glucosidase. (c) 2006 Elsevier Ltd. All rights reserved.
• Glycosidase profiling with immobilised glycosidase-inhibiting iminoalditols—A proof-of-concept study
  作者：Andreas J. Steiner、Arnold E. Stütz、Tanja M. Wrodnigg、Chris A. Tarling、Stephen G. Withers、Albin Hermetter、Hannes Schmidinger

  DOI：10.1016/j.bmcl.2008.01.124

  日期：2008.3

  ng iminoalditols were attached to a polyamine surface displayed on a silicon chip. Exposure to a representative beta-glucosidase revealed selective binding events reflecting the different structural features of the inhibitors probed in this study. This provides a proof-of-concept for the successful exploitation of microarrays of typical reversible glycosidase inhibitors of the iminosugar family.

  将三种典型的抑制糖苷酶的亚氨基醛糖醇附着到展示在硅芯片上的多胺表面上。暴露于代表性的β-葡萄糖苷酶揭示了选择性的结合事件，反映了在这项研究中探测到的抑制剂的不同结构特征。这为成功开发亚氨基糖家族典型可逆糖苷酶抑制剂的微阵列提供了概念验证。