Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester | 728916-20-9

• 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: Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester
• CAS: 728916-20-9
• 化学式: C₂₄H₂₆N₂O₇
• 分子量: 454.48
• InChiKey: KKEZLKCYXPLXCS-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  123.19
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester 在 四(三苯基膦)钯 吗啉 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 18.0h， 生成 [4-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]phenyl]methyl N-(4-methyl-2-oxochromen-7-yl)carbamate
  参考文献：
  名称：

  An image contrast agent selectively activated by prostate specific antigen

  摘要：

  A family of image contrast agent conjugates designed to undergo enzymatic activation has been synthesized. The agents underwent activation both with enzymatically active prostate specific antigen (PSA) and a-chymotrypsin, releasing free fluorophore via cleavage of a three-component system. A hexapeptide derivative showed exclusive activation by PSA and constitutes a method for tracking PSA activity in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.015
• 作为产物：
  描述：

  对氨基苯甲醇 、 N,O-bis-allyloxycarbonyl-L-tyrosine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以71%的产率得到Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester
  参考文献：
  名称：

  An image contrast agent selectively activated by prostate specific antigen

  摘要：

  A family of image contrast agent conjugates designed to undergo enzymatic activation has been synthesized. The agents underwent activation both with enzymatically active prostate specific antigen (PSA) and a-chymotrypsin, releasing free fluorophore via cleavage of a three-component system. A hexapeptide derivative showed exclusive activation by PSA and constitutes a method for tracking PSA activity in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.015

文献信息

• Image contrast agents activated by prostate specific antigen (PSA)
  作者：Graham B. Jones、Longfei Xie、Ahmed El-Shafey、Curtis F. Crasto、Glenn J. Bubley、Anthony V. D’Amico

  DOI：10.1016/j.bmcl.2004.04.041

  日期：2004.6

  A family of image contrast agent conjugates designed to undergo enzymatic activation has been synthesized. The agents underwent activation both with enzymatically active prostate specific antigen and alpha-chymotrypsin, releasing free fluorophore via cleavage of a three-component system. (C) 2004 Elsevier Ltd. All rights reserved.