Z-Leu-Pro-OBut | 52616-94-1

• 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: Z-Leu-Pro-OBut
• 英文别名: Z-Leu-Pro-OBu^t
• CAS: 52616-94-1
• 化学式: C₂₃H₃₄N₂O₅
• 分子量: 418.533
• InChiKey: TVBMIEGZXSOWHZ-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Z-Leu-Pro-OBut 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 26.0h， 生成 (2S)-1-[(2S)-2-[[(2R,3R)-3-ethoxycarbonyloxirane-2-carbonyl]amino]-4-methylpentanoyl]pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  E-64 analogues as inhibitors of cathepsin B. On the role of the absolute configuration of the epoxysuccinyl group

  摘要：

  A series of trans-epoxysuccinyl-peptide derivatives based on the natural inhibitor E-64 were synthesized in the (2R,3R) and (2S,3S) configuration in order to analyze the role of the stereochemistry of this residue in dictating inhibitory potency and selectivity for cysteine proteases. We confirmed that binding of E-64 like trans-epoxysuccinyl compounds is remarkably favored by the (2S,3S) con figuration, but we also found that CA030-type compounds are stronger inhibitors in the (2R,3R) configuration than the related diastereomers. Consequently, the structural requirements for exploiting both the S and S' subsites are not additive and a structure-based design of bis-peptidyl derivatives of trans-epoxysuccinic acid to increase selective inhibition becomes even more difficult. Additional contrasting effects were observed for the pH optima required in the electrostatic interactions at the S and S' subsites. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00105-3
• 作为产物：
  描述：

  N-Cbz-L-脯氨酸叔丁酯 在 钯 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 Z-Leu-Pro-OBut
  参考文献：
  名称：

  Human chorionic gonadotropin. II. Synthesis of a hexadecapeptide corresponding to the C-terminal sequence 132-147 of the .BETA.-subunit of human chorionic gonadotropin (hCG).

  摘要：

  通过片段缩合法逐步合成了 H-Arg-Leu-Pro-Gly-Pro-Asn-Thr-Pro-Ile-Leu-Pro-Gln-Ser-Leu-Pro-OH 六十肽，对应于 Carlsen 等人提出的 hCG-β C 端序列 132-147、通过片段缩合逐步合成了五个片段[Z-Arg(NO2)-Leu-Pro-NHNHBoc、Z-Gly-Pro-Pro-NHNHBoc、Z-Asn-Thr-Pro-NHNHBoc、Z-Ile-Leu-Pro-NHNHBoc 和 Z-Gln-Ser-Leu-Pro-OBut]。

  DOI：

  10.1248/cpb.28.2692

文献信息

• Synthesis of granuliberin-R and various fragment peptides and their histamine-releasing activities.
  作者：CHIEKO KITADA、YASUKO ASHIDA、YOSHITAKA MAKI、MASAHIKO FUJINO、YUKO HIRAI、TADASHI YASUHARA、TERUMI NAKAJIMA、MASAHARU TAKEYAMA、KANAME KOYAMA、HARUAKI YAJIMA

  DOI：10.1248/cpb.28.887

  日期：——

  Granuliberin-R and various fragment peptides were synthesized and their histaminereleasing activities were examined. The relative potencies of granuliberin-R, H-Phe-Gly-Phe-Leu-Pro-Ile-Tyr-Arg-Arg-Pro-Ala-Ser-NH2, as liberators of histamine from mast cells are very similar to those of substance P and bradykinin. Studies on the histamine-releasing activity of various fragment peptides of granuliberin-R showed that a 4-amino acid central sequence, -Ile-Tyr-Arg-Arg-, is the minimum requirement for the releasing action of this frog skin peptide.

  我们合成了格拉苏木纤维素-R和各种片段肽，并研究了它们的组胺释放活性。格拉苏木纤维素-R（H-Phe-Gly-Phe-Leu-Pro-Ile-Tyr-Arg-Arg-Pro-Ala-Ser-NH2）作为肥大细胞组胺释放剂的相对效力与 P 物质和缓激肽非常相似。对颗粒纤维素-R 的各种片段肽的组胺释放活性的研究表明，4 氨基酸中心序列-Ile-Tyr-Arg-Arg-是这种蛙皮肽释放作用的最低要求。