9-[4'-N-(N-t-Boc-L-alanyl)aminophenyl]acridine | 728897-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-[4'-N-(N-t-Boc-L-alanyl)aminophenyl]acridine
• 英文别名: tert-butyl N-[(2S)-1-(4-acridin-9-ylanilino)-1-oxopropan-2-yl]carbamate
• CAS: 728897-22-1
• 化学式: C₂₇H₂₇N₃O₃
• 分子量: 441.53
• InChiKey: IFYGESUOOIOCLS-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-[4'-N-(N-t-Boc-L-alanyl)aminophenyl]acridine 、 碘甲烷 以 对二甲苯 为溶剂， 反应 72.0h， 以86%的产率得到9-[4'-N-(N-t-Boc-L-alanyl)aminophenyl]-10-methylacridinium iodide
  参考文献：
  名称：

  Synthesis and evaluation of novel chromogenic peptidase substrates based on 9-(4′-aminophenyl)-10-methylacridinium salts as diagnostic tools in clinical bacteriology

  摘要：

  The synthesis and initial evaluation of novel chromogenic substrates with potential in the detection and differentiation of cultured bacterial colonies are described. The substrates were readily hydrolysed by specific aminopeptidase activity to release the chromogen9-(4 '-aminophenyl)-10-methylacridinium salt which provided a clear visual indication of the presence of the corresponding bacteria. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.018
• 作为产物：
  描述：

  N-叔丁氧羰基-L-丙氨酸 、 9-(4'-aminophenyl)acridine 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 为溶剂， 反应 24.5h， 以78%的产率得到9-[4'-N-(N-t-Boc-L-alanyl)aminophenyl]acridine
  参考文献：
  名称：

  Synthesis and evaluation of novel chromogenic peptidase substrates based on 9-(4′-aminophenyl)-10-methylacridinium salts as diagnostic tools in clinical bacteriology

  摘要：

  The synthesis and initial evaluation of novel chromogenic substrates with potential in the detection and differentiation of cultured bacterial colonies are described. The substrates were readily hydrolysed by specific aminopeptidase activity to release the chromogen9-(4 '-aminophenyl)-10-methylacridinium salt which provided a clear visual indication of the presence of the corresponding bacteria. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.018

文献信息

• Enzyme substrates, culture media containing same and use thereof in order to detect aminopeptidase activity and/or differentiate gram-positive bacteria from gram-negative bacteria
  申请人：James Arthur

  公开号：US20060035306A1

  公开（公告）日：2006-02-16

  The present invention relates to novel chromogenic substrates which are used to detect aminopeptidase activity in microorganisms or to determine whether at least one bacterium belongs to the Gram-positive group or to the Gram-negative group according to the color thereof. The invention also relates to culture media containing such substrates, to the use of the substrates or media for the detection of aminopeptidase activities and/or the differentiation of Gram-positive bacteria from Gram-negative bacteria and to methods of use. The aforementioned novel substrates have the formula below: in which: R 1 is nothing or an alkyl, allyl or aryl group, R 2 consists of at least one amino acid, preferably alanine, R 3 , R 4 , R 5 and R 6 consist, independently of one another, of H— or —O-alkyl, preferably —O—CH 3 , R 7 consists of H, O—CH 3 , alkyl or halogen, R 8 consists of H or Cl, and n is an integer corresponding to 0 or 1. The invention is particularly suitable for use in the field of diagnostics.

  本发明涉及一种新型的显色底物，用于检测微生物中的氨基肽酶活性，或根据其颜色确定至少一种细菌属于革兰氏阳性群或革兰氏阴性群。该发明还涉及含有这种底物的培养基，以及利用这些底物或培养基检测氨基肽酶活性和/或区分革兰氏阳性细菌和革兰氏阴性细菌的用途和使用方法。 上述新型底物的化学式如下： 其中： R1为无或烷基、烯丙基或芳基， R2由至少一种氨基酸组成，最好是丙氨酸， R3、R4、R5和R6独立地由H-或-O-烷基组成，最好是-O-CH3， R7由H、O-CH3、烷基或卤素组成， R8由H或Cl组成，n是对应于0或1的整数。该发明特别适用于诊断领域。
• SUBSTRATS ENZYMATIQUES, MILIEUX DE CULTURE LES CONTENANT, UTILISATION POUR DETECTER UNE ACTIVITE AMINOPEPTIDASE ET/OU DIFFERENCIER DES BACTERIES À GRAM POSITIFS DES BACTERIES À GRAM NEGATIFS
  申请人：BIOMERIEUX

  公开号：EP1587793B1

  公开（公告）日：2007-11-28
• US7223865B2
  申请人：——

  公开号：US7223865B2

  公开（公告）日：2007-05-29
• Synthesis and evaluation of novel chromogenic peptidase substrates based on 9-(4′-aminophenyl)-10-methylacridinium salts as diagnostic tools in clinical bacteriology
  作者：Rosaleen J. Anderson、Paul W. Groundwater、Yongxue Huang、Arthur L. James、Sylvain Orenga、Annette Rigby、Céline Roger-Dalbert、John D. Perry

  DOI：10.1016/j.bmcl.2007.11.018

  日期：2008.1

  The synthesis and initial evaluation of novel chromogenic substrates with potential in the detection and differentiation of cultured bacterial colonies are described. The substrates were readily hydrolysed by specific aminopeptidase activity to release the chromogen9-(4 '-aminophenyl)-10-methylacridinium salt which provided a clear visual indication of the presence of the corresponding bacteria. (c) 2007 Elsevier Ltd. All rights reserved.