(5S,8S,11S,14S)-5-(4-azidobutyl)-11-(2-carboxyethyl)-1-(9H-fluoren-9-yl)-14-(hydroxymethyl)-8-methyl-3,6,9,12,15-pentaoxo-2-oxa-4,7,10,13,16-pentaazaoctadecan-18-oic acid | 1440529-32-7

• 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: (5S,8S,11S,14S)-5-(4-azidobutyl)-11-(2-carboxyethyl)-1-(9H-fluoren-9-yl)-14-(hydroxymethyl)-8-methyl-3,6,9,12,15-pentaoxo-2-oxa-4,7,10,13,16-pentaazaoctadecan-18-oic acid
• CAS: 1440529-32-7
• 化学式: C₃₄H₄₂N₈O₁₁
• 分子量: 738.754
• InChiKey: VUSLFLCVYLAQEA-UFZSTKPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  53.0
• 可旋转键数：
  21.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  298.32
• 氢给体数：
  8.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (5S,8S,11S,14S)-5-(4-azidobutyl)-11-(2-carboxyethyl)-1-(9H-fluoren-9-yl)-14-(hydroxymethyl)-8-methyl-3,6,9,12,15-pentaoxo-2-oxa-4,7,10,13,16-pentaazaoctadecan-18-oic acid 、 (二苯基膦基)甲硫醇S-乙酸酯 以 aq. phosphate buffer 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (5S,8S,11S,14S)-5-(4-acetamidobutyl)-11-(2-carboxyethyl)-1-(9H-fluoren-9-yl)-14-(hydroxymethyl)-8-methyl-3,6,9,12,15-pentaoxo-2-oxa-4,7,10,13,16-pentaazaoctadecan-18-oic acid
  参考文献：
  名称：

  Traceless Staudinger acetylation of azides in aqueous buffers

  摘要：

  In this paper, we demonstrate the applicability of water-soluble p-dimethylaminoethyl substituted phosphinomethanethiol in acetyl transfer reactions by the traceless Staudinger ligation with unprotected e-azido lysine containing peptides in aqueous buffer systems. Additionally, we present an improved synthesis pathway for the water-soluble phosphinothiol linkers requiring less steps in a comparable overall yield in comparison to previously published protocols. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.045