Boc-Trp-Met-Asp-NH2 | 92762-82-8

• 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: Boc-Trp-Met-Asp-NH2
• 英文别名: 3-{2-[2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-succinamic acid；(3S)-4-amino-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
• CAS: 92762-82-8
• 化学式: C₂₅H₃₅N₅O₇S
• 分子量: 549.648
• InChiKey: PXSQBRBIFHOIGT-FHWLQOOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  218
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Boc-Trp-Met-Asp-NH2 生成 Boc-Met-Gly-Trp-Met-Asp-NH2
  参考文献：
  名称：

  YANAIHARA, NOBORU;SUGIURA, NOBUO;KASHIMOTO, KAZUHISA

  摘要：

  DOI：
• 作为产物：
  描述：

  Boc-Met-Asp-NH2 生成 Boc-Trp-Met-Asp-NH2
  参考文献：
  名称：

  YANAIHARA, NOBORU;SUGIURA, NOBUO;KASHIMOTO, KAZUHISA

  摘要：

  DOI：

文献信息

• Synthesis of five cholecystokinin-like peptides and determination of their analgesic effects.
  作者：KOJI IUCHI、MASAHIRO NITTA、KEIZO ITO、YASUO MORIMOTO、GORO TSUKAMOTO

  DOI：10.1248/cpb.34.115

  日期：——

  Five CCK (cholecystokinin)-like peptides [CCK(27-32)amide, CCK-6, CCK-7, Boc-CCK-7 and nonsulfated CCK-7] were prepared by stepwise condensation in combination with fragment condensation by the active ester procedure. The analgesic effects of these CCK-like peptides were measured in the writhing test. The ED50 value of CCK-7 was 1500 nmol/kg (1.8 mg/kg). Boc-CCK-7 appeared to reduce writhing between doses of 1 and 8 mg/kg but did not show a dose-dependent response. Other synthesic peptides produced no response even at a dose of 8 mg/kg. Our results suggested that CCK-7 is one of the shortest CCK-fragments that can retain the analgesic effect.

  通过逐步缩合结合活性酯片段缩合，制备了五种CCK（胆囊收缩素）样肽[CCK（27-32）酰胺、CCK-6、CCK-7、Boc-CCK-7和非硫酸化CCK-7]程序。在扭体试验中测量了这些 CCK 样肽的镇痛效果。 CCK-7的ED50值为1500nmol/kg（1.8mg/kg）。 Boc-CCK-7 在 1 至 8 mg/kg 剂量之间似乎可以减少扭体，但没有显示出剂量依赖性反应。其他合成肽即使在 8 毫克/千克的剂量下也没有产生任何反应。我们的结果表明CCK-7是可以保留镇痛作用的最短CCK片段之一。
• Synthesis and biological activity of new peptide segments of gastrin exhibiting gastrin antagonist property
  作者：Jean Martinez、Richard Magous、Marie Francoise Lignon、Jeanine Laur、Bertrand Castro、Jean Pierre Bali

  DOI：10.1021/jm00378a012

  日期：1984.12

  A series of C-terminal peptide segments of gastrin, i.e., (tert-butyloxycarbonyl)-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxycarbonyl)-glycyl-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxy-carbonyl)-L-tyrosyl-glycyl-L-tryptophyl-L-methionyl-L-asp artic acid amide, and (benzyloxycarbonyl)-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryptophyl-L -methionyl-L-aspartic acid amide were prepared and were shown to competitively inhibit the binding of labeled human gastrin to its receptors in an isolated gastric mucosal cell preparation and to antagonize the action of gastrin on gastric acid secretion (ED50 from 1.5 to 7 mg/kg) in vivo in the reperfused rat stomach, determined according to the method of Ghosh and Schild. From these studies, it could be concluded that the C-terminal phenylalanine residue, which is of primary importance for intrinsic biological gastrin-like activity, is not essential for binding to gastrin receptors.
• YANAIHARA, NOBORU;SUGIURA, NOBUO;KASHIMOTO, KAZUHISA
  作者：YANAIHARA, NOBORU、SUGIURA, NOBUO、KASHIMOTO, KAZUHISA

  DOI：——

  日期：——