N-(4-nitrobenzyl)-L-alanine

• 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: N-(4-nitrobenzyl)-L-alanine
• 英文别名: Para-nitrobenzylalanine；(2S)-2-[(4-nitrophenyl)methylamino]propanoic acid
• 化学式: C₁₀H₁₂N₂O₄
• 分子量: 224.216
• InChiKey: COVATTUBIHNQFA-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-nitrobenzyl)-L-alanine 在 羟胺 、 三乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 生成 (S)-N-Hydroxy-2-[(4-nitro-benzyl)-trifluoromethanesulfonyl-amino]-propionamide
  参考文献：
  名称：

  Protease inhibitors: synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-l-alanine hydroxamate moieties

  摘要：

  A series of hydroxamates was obtained by the reaction of N-(4-nitrobenzyl)-L-alanine with alkyl/arylsulfonyl halides, followed by conversion of the COOH group into CONHOH. Structurally-related compounds were prepared similarly by using arylsulfonyl isocyanates, aryl isocyanates or arylsulfenyl halides instead of the sulfonyl halides. Many of the new compounds showed nanomolar affinity for the bacterial collagenase isolated from the pathogen Clostridium histolyticum. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00026-3
• 作为产物：
  描述：

  L-丙氨酸 、 1-(氯甲基)-4-硝基苯 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 生成 N-(4-nitrobenzyl)-L-alanine
  参考文献：
  名称：

  Protease inhibitors: synthesis of Clostridium histolyticum collagenase inhibitors incorporating sulfonyl-l-alanine hydroxamate moieties

  摘要：

  A series of hydroxamates was obtained by the reaction of N-(4-nitrobenzyl)-L-alanine with alkyl/arylsulfonyl halides, followed by conversion of the COOH group into CONHOH. Structurally-related compounds were prepared similarly by using arylsulfonyl isocyanates, aryl isocyanates or arylsulfenyl halides instead of the sulfonyl halides. Many of the new compounds showed nanomolar affinity for the bacterial collagenase isolated from the pathogen Clostridium histolyticum. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00026-3

文献信息

• COLLAGEN BINDING PEPTIDES
  申请人：Caravan D. Peter

  公开号：US20070293656A1

  公开（公告）日：2007-12-20

  Peptides capable of binding to extracellular matrix proteins, such as collagen, are described, including their use in diagnostic and therapeutic applications.

  描述了能够结合到细胞外基质蛋白（如胶原蛋白）的肽段，包括它们在诊断和治疗应用中的用途。
• METHODS OF COLLAGEN IMAGING
  申请人：Caravan D. Peter

  公开号：US20080044360A1

  公开（公告）日：2008-02-21

  Diagnostic compositions and methods for imaging and/or assessing collagen are described. The diagnostic compositions can include collagen binding peptides.

  描述了用于成像和/或评估胶原蛋白的诊断组合物和方法。诊断组合物可以包括胶原结合肽。
• METHODS OF MYOCARDIAL IMAGING
  申请人：Caravan D. Peter

  公开号：US20080058636A1

  公开（公告）日：2008-03-06

  Diagnostic compositions and methods for imaging collagen and/or assessing myocardial perfusion are described. The diagnostic compositions can include collagen binding peptides.

  本文描述了用于成像胶原蛋白和/或评估心肌灌注的诊断组合物和方法。诊断组合物可以包括胶原蛋白结合肽。
• Methods of collagen imaging
  申请人：Collagen Medical, LLC

  公开号：US08034898B2

  公开（公告）日：2011-10-11

  Diagnostic compositions and methods for imaging and/or assessing collagen are described. The diagnostic compositions can include collagen binding peptides.

  本文描述了用于成像和/或评估胶原蛋白的诊断组合物和方法。 诊断组合物可以包括胶原蛋白结合肽。
• Methods for Collagen Imaging
  申请人：Caravan Peter D.

  公开号：US20120114557A1

  公开（公告）日：2012-05-10

  Diagnostic compositions and methods for imaging and/or assessing collagen are described. The diagnostic compositions can include collagen binding peptides.

  描述了用于成像和/或评估胶原蛋白的诊断组成物和方法。诊断组成物可以包括胶原蛋白结合肽。