(benzyloxycarbonyl)leucylleucyltyrosine | 137363-00-9

• 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: (benzyloxycarbonyl)leucylleucyltyrosine
• 英文别名: Cbz-Leu-Leu-Tyr-OH；(2S)-3-(4-hydroxyphenyl)-2-[[(2S)-4-methyl-2-[[(2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]pentanoyl]amino]propanoic acid
• CAS: 137363-00-9
• 化学式: C₂₉H₃₉N₃O₇
• 分子量: 541.645
• InChiKey: ODFJPAYWZZQVBU-SDHOMARFSA-N

物化性质

• 沸点：
  820.4±65.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (benzyloxycarbonyl)leucylleucyltyrosine 在 盐酸 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 51.0h， 生成 <(benzyloxycarbonyl)leucylleucyl-D,L-tyrosyl>fluoromethane
  参考文献：
  名称：

  Inactivation of calpain by peptidyl fluoromethyl ketones

  摘要：

  The syntheses of Z-Leu-Leu-Tyr-CH2F (1) and Z-Tyr-Ala-CH2F (3) are described. The ability of Z-Leu-Leu-Tyr-CH2F (1) and Z-Leu-Tyr-CH2F (2) to inactivate in vitro calcium-activated proteinase from chicken gizzard are compared. Like the analogous diazomethyl ketones 4 and 5, these inhibitors were also found to inactivate cathepsin L in common with other inhibitors under current investigation. However, other specific inactivators for cathepsin L are available, for example, the fluoromethyl ketone 3 and diazomethyl ketone 6 of Z-Tyr-Ala-OH, which have no effect on the calcium-activated proteinase and therefore provide control inhibitors for observations made with Z-Leu-Leu-Tyr-CH2F (1).

  DOI：

  10.1021/jm00080a003

文献信息

• Inhibitors of the chymotrypsin-like activity of proteasome based on di- and tri-peptidyl α-keto aldehydes (glyoxals)
  作者：John F. Lynas、Patrick Harriott、Adrienne Healy、M.Anthony McKervey、Brian Walker

  DOI：10.1016/s0960-894x(98)00030-4

  日期：1998.2

  A series of peptidyl alpha-keto aldehydes (glyoxals) have been synthesised as putative inhibitors of the chymotryptic-like activity of proteasome. The most potent peptides, Cbz-Leu-Leu-Tyr-COCHO and Bz-Leu-Leu-Leu-COCHO, function as slow-binding reversible inhibitors, exhibiting final K-i values of approximately 3.0 nM. These are among the lowest values so far reported for (tri)peptide-based aldehyde-releated inhibitors. (C) 1998 Elsevier Science Ltd. All rights reserved.
• [EN] METABOLIC TEST<br/>[FR] TEST METABOLIQUE
  申请人：PLYMOUTH MARINE APPLIC LTD

  公开号：WO2005106025A1

  公开（公告）日：2005-11-10

  A method for assessing growth efficiency of an organism by typing a peptidase/aminotransferase gene or protein of the organism.
• Inactivation of calpain by peptidyl fluoromethyl ketones
  作者：Herbert Angliker、John Anagli、Elliott Shaw

  DOI：10.1021/jm00080a003

  日期：1992.1

  The syntheses of Z-Leu-Leu-Tyr-CH2F (1) and Z-Tyr-Ala-CH2F (3) are described. The ability of Z-Leu-Leu-Tyr-CH2F (1) and Z-Leu-Tyr-CH2F (2) to inactivate in vitro calcium-activated proteinase from chicken gizzard are compared. Like the analogous diazomethyl ketones 4 and 5, these inhibitors were also found to inactivate cathepsin L in common with other inhibitors under current investigation. However, other specific inactivators for cathepsin L are available, for example, the fluoromethyl ketone 3 and diazomethyl ketone 6 of Z-Tyr-Ala-OH, which have no effect on the calcium-activated proteinase and therefore provide control inhibitors for observations made with Z-Leu-Leu-Tyr-CH2F (1).