(S)-2-tert-Butoxycarbonylamino-3-(6,7,10,11,13,14-hexahydro-9H-5,8,12,15-tetraoxa-benzocyclotridecen-2-yl)-propionic acid methyl ester | 689252-56-0

• 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: (S)-2-tert-Butoxycarbonylamino-3-(6,7,10,11,13,14-hexahydro-9H-5,8,12,15-tetraoxa-benzocyclotridecen-2-yl)-propionic acid methyl ester
• CAS: 689252-56-0
• 化学式: C₂₂H₃₃NO₈
• 分子量: 439.506
• InChiKey: PCZNLEKXOQRUFV-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  101.55
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-3-(6,7,10,11,13,14-hexahydro-9H-5,8,12,15-tetraoxa-benzocyclotridecen-2-yl)-propionic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到(S)-2-tert-Butoxycarbonylamino-3-(6,7,10,11,13,14-hexahydro-9H-5,8,12,15-tetraoxa-benzocyclotridecen-2-yl)-propionic acid
  参考文献：
  名称：

  Design, synthesis, and characterization of peptide nanostructures having ion channel activity

  摘要：

  We report the synthesis and the functional studies of multiple crown a-helical peptides designed to form artificial ion channels. The approach combines the versatility of solid phase peptide synthesis, the conformational predictability of peptidic molecules, and the solution synthesis of crown ethers with engineerable ion-binding abilities. Several biophysical methods were employed to characterize the activity and the mode of action of these crown peptide nanostructures. The 21 residue peptides bearing six 21-EC-7 turned out to facilitate the translocation of ions in a similar fashion to natural ion channels. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.037
• 作为产物：
  描述：

  1,9-di(triphenylmethoxy)-3,7-dioxanonane 在 吡啶 、 盐酸 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 (S)-2-tert-Butoxycarbonylamino-3-(6,7,10,11,13,14-hexahydro-9H-5,8,12,15-tetraoxa-benzocyclotridecen-2-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and characterization of peptide nanostructures having ion channel activity

  摘要：

  We report the synthesis and the functional studies of multiple crown a-helical peptides designed to form artificial ion channels. The approach combines the versatility of solid phase peptide synthesis, the conformational predictability of peptidic molecules, and the solution synthesis of crown ethers with engineerable ion-binding abilities. Several biophysical methods were employed to characterize the activity and the mode of action of these crown peptide nanostructures. The 21 residue peptides bearing six 21-EC-7 turned out to facilitate the translocation of ions in a similar fashion to natural ion channels. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.037