(S)-2-((S)-2-Benzoylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid | 193280-26-1

• 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: (S)-2-((S)-2-Benzoylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid
• 英文别名: L-Phenylalanine, N-benzoyl-L-leucyl-；(2S)-2-[[(2S)-2-benzamido-4-methylpentanoyl]amino]-3-phenylpropanoic acid
• CAS: 193280-26-1
• 化学式: C₂₂H₂₆N₂O₄
• 分子量: 382.459
• InChiKey: DYSYKIIKBHDCGE-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-2-((S)-2-Benzoylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid benzyl ester 在 sodium hydroxide 、 calcium chloride 作用下， 以 水 、 异丙醇 为溶剂， 生成 (S)-2-((S)-2-Benzoylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid
  参考文献：
  名称：

  通过使用CaCl 2在碱性条件下保留保护基。在肽合成中的应用

  摘要：

  已显示，CaCl 2可以显着延长碱性iPrOH-H 2 O中Fmoc保护基的寿命，但对水解过程的影响很小。这使得能够通过皂化相应的C端甲基或苄基酯来有效地制备Fmoc保护的肽段。类似地，通过Fmoc / tBu固相合成制备的受保护的肽区段可以通过CaCl 2催化的基于N-酰基脲的接头的碱水解从载体选择性地释放。

  DOI：

  10.1016/s0040-4039(98)00994-0

文献信息

• Compounds for proteasome enzyme inhibition
  申请人：Proteolix, Inc.

  公开号：EP2030981A1

  公开（公告）日：2009-03-04

  Peptide-based compounds including heteroatom-containing, three-membered rings efficiently and selectively inhibit specific activities of N-termmal nucleophile (Nin) hydrolases. The activities of those Ntn having multiple activities can be differentially inhibited by she compounds described. For example, the chymotrypsinlike activity of the 20S proteasome may be selectively inhibited with the inventive compounds. The peptide-based compounds include an epoxide or aziridine, and functionalization at the N-terminus. Among other therapeutic utilities, the peptide-based compounds are expected to display anti-inflammatory properties and inhibition of cell proliferation.

  包括含杂原子的三元环的肽基化合物能有效地、选择性地抑制 N-三卤代亲核物（Nin）水解酶的特定活性。具有多种活性的 Ntn 的活性可受到所述化合物的不同抑制。例如，本发明化合物可选择性地抑制 20S 蛋白酶体的糜蛋白酶样活性。肽基化合物包括环氧化物或氮丙啶，以及 N 端的官能化。除其他治疗作用外，肽基化合物还具有抗炎和抑制细胞增殖的作用。
• Calcium-promoted hydrolysis of N-acylureas allows mild release of peptides anchored with the Dpr(Phoc) linker to hydrophilic resins
  作者：Robert Pascal、Régine Soda

  DOI：10.1016/s0040-4039(97)00973-8

  日期：1997.6

  Calcium chloride is an efficient additive for promoting the release of short peptide models anchored with Dpr(Phoc) linker to hydrophilic solid-phase synthesis supports. It was shown to induce a moderate to marked (especially for C-terminal proline peptides) increase in the rate of alkaline hydrolytic cleavage, without epimerization at the C-terminal residue, while substantially reducing the hydroxide ion concentration. Base-promoted side-reactions are therefore expected to be slowed down. (C) 1997 Elsevier Science Ltd.
• Compounds For Enzyme Inhibition
  申请人：Smyth S. Mark

  公开号：US20080090785A1

  公开（公告）日：2008-04-17

  Peptide-based compounds including heteroatom-containing, three-membered rings efficiently and selectively inhibit specific activities of N-terminal nucleophile (Ntn) hydrolases. The activities of those Ntn having multiple activities can be differentially inhibited by the compounds described. For example, the chymotrypsinlike activity of the 20S proteasome may be selectively inhibited with the inventive compounds. The peptide-based compounds include an epoxide or aziridine, and functionalization at the N-terminus. Among other therapeutic utilities, the peptide-based compounds are expected to display anti-inflammatory properties and inhibition of cell proliferation.
• US4757066A
  申请人：——

  公开号：US4757066A

  公开（公告）日：1988-07-12
• US8088741B2
  申请人：——

  公开号：US8088741B2

  公开（公告）日：2012-01-03