N-tert-butoxycarbonyl-L-tryptophyl-L-leucyl-β-benzyl-L-asparaginic acid α-amide | 94236-38-1

• 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-tert-butoxycarbonyl-L-tryptophyl-L-leucyl-β-benzyl-L-asparaginic acid α-amide
• 英文别名: Boc-Trp-Leu-Asp(OBn)(OBn)-NH2；benzyl (3S)-4-amino-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoate
• CAS: 94236-38-1
• 化学式: C₃₃H₄₃N₅O₇
• 分子量: 621.734
• InChiKey: NDJJOIPRCPZWQY-QKDODKLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  182
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-L-tryptophyl-L-leucyl-β-benzyl-L-asparaginic acid α-amide 在 盐酸 、 苯甲醚 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.33h， 生成 N-tert-butoxycarbonylglycyl-L-tryptophyl-L-leucyl-β-benzyl-L-asparaginic acid α-amide
  参考文献：
  名称：

  Synthesis of structural analogs of the 13–16 fragment of gastrin, and their effects on gastric secretion

  摘要：

  DOI：

  10.1007/bf00766860
• 作为产物：
  描述：

  BOC-L-色氨酸羟基琥珀酰亚胺酯 、 L-leucyl-β-benzyl-L-asparaginic acid α-amide trifluoroacetate 在 三乙胺 作用下， 生成 N-tert-butoxycarbonyl-L-tryptophyl-L-leucyl-β-benzyl-L-asparaginic acid α-amide
  参考文献：
  名称：

  Synthesis of structural analogs of the 13–16 fragment of gastrin, and their effects on gastric secretion

  摘要：

  DOI：

  10.1007/bf00766860

文献信息

• Structure-activity relationships of C-terminal tri- and tetrapeptide fragments that inhibit gastrin activity
  作者：Jean Martinez、Jean Pierre Bali、Richard Magous、Janine Laur、Marie Francoise Lignon、Christian Briet、Dino Nisato、Bertrand Castro

  DOI：10.1021/jm00381a002

  日期：1985.3

  A series of tri- and tetrapeptide derivatives, analogues of the gastrin C-terminal region with no phenylalanine residue, were synthesized. These peptides were tested for their ability to inhibit gastrin-stimulated acid secretion in vivo as well as binding of [125I]-(Nle11)-HG-13 to gastric mucosal cell receptors in vitro. Most of the peptides tested exhibited gastrin antagonist activity in vivo and in vitro. Most active derivatives were 20-30 times more potent than the well-known gastrin antagonist derivatives proglumide and benzotript and had 20-200 times more binding affinity. The smallest fragment exhibiting antagonist activity was the tripeptide Boc-L-tryptophyl-L-methionyl-L-aspartic acid amide.
• TASKAEVA, YU. M.;KORSHUNOVA, G. A.;VASILEVSKAYA, L. S.;SHVACHKIN, YU. P., XIM.-FARMATS. ZH., 24,(1990) N, S. 124-127
  作者：TASKAEVA, YU. M.、KORSHUNOVA, G. A.、VASILEVSKAYA, L. S.、SHVACHKIN, YU. P.

  DOI：——

  日期：——
• Synthesis of structural analogs of the 13–16 fragment of gastrin, and their effects on gastric secretion
  作者：Yu. M. Taskaeva、G. A. Korshunova、L. S. Vasilevskaya、Yu. P. Shvachkin

  DOI：10.1007/bf00766860

  日期：1990.2