Boc-β-Ala-L-Trp-L-Leu-L-Asn-OBzl | 94236-74-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Boc-β-Ala-L-Trp-L-Leu-L-Asn-OBzl
• CAS: 94236-74-5
• 化学式: C₃₆H₄₈N₆O₈
• 分子量: 692.813
• InChiKey: MHEGYNGODXYRPG-AWCRTANDSA-N

反应信息

• 作为反应物：
  描述：

  Boc-β-Ala-L-Trp-L-Leu-L-Asn-OBzl 在 Pd-BaSO₄ 氢气 作用下， 生成 Boc-β-Ala-L-Trp-L-Leu-L-Asn
  参考文献：
  名称：

  Structure-activity relationships of C-terminal tri- and tetrapeptide fragments that inhibit gastrin activity

  摘要：

  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.

  DOI：

  10.1021/jm00381a002
• 作为产物：
  描述：

  Boc-beta-丙氨酸 、 (S)-2-{(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid benzyl ester; compound with trifluoro-acetic acid 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Boc-β-Ala-L-Trp-L-Leu-L-Asn-OBzl
  参考文献：
  名称：

  Structure-activity relationships of C-terminal tri- and tetrapeptide fragments that inhibit gastrin activity

  摘要：

  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.

  DOI：

  10.1021/jm00381a002