L-leucyl-L-leucyl-L-leucine | 1195498-60-2

• 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: L-leucyl-L-leucyl-L-leucine
• 英文别名: di-L-leucyl-L-leucine；(D-L)3；D-leucyl=>D-leucyl=>D-leucine ; N-(N-D-leucyl-D-leucyl)-D-leucine；D-Leucyl=>D-leucyl=>D-leucin; N-(N-D-Leucyl-D-leucyl)-D-leucin；N-(N-D-Leucyl-D-leucyl)-D-leucin；Di-D-Leucyl-D-leucin；Leu-Leu-Leu-OH；(2R)-2-[[(2R)-2-[[(2R)-2-amino-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
• CAS: 1195498-60-2
• 化学式: C₁₈H₃₅N₃O₄
• 分子量: 357.494
• InChiKey: DNDWZFHLZVYOGF-RBSFLKMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-leucyl-L-leucyl-L-leucine 在 sodium hydroxide 、 氨 、 水 作用下， 生成 glycyl=>D-leucyl=>D-leucyl=>D-leucine ; N-[N-(N-glycyl-D-leucyl)-D-leucyl]-D-leucine
  参考文献：
  名称：

  Levene; Steiger, Journal of Biological Chemistry, 1932, vol. 98, p. 323

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[N-(L-2-bromo-4-methyl-valeryl)-D-leucyl]-D-leucine 在 氨 、 水 作用下， 生成 L-leucyl-L-leucyl-L-leucine
  参考文献：
  名称：

  Levene; Steiger; Marker, Journal of Biological Chemistry, 1931, vol. 93, p. 610

  摘要：

  DOI：

文献信息

• Aminolytic reaction catalyzed by d-stereospecific amidohydrolases from Streptomyces spp
  作者：Jiro Arima、Hitomi Ito、Tadashi Hatanaka、Nobuhiro Mori

  DOI：10.1016/j.biochi.2011.04.020

  日期：2011.9

  From investigation of 2000 soil isolates, we identified two serine-type amidohydrolases that can hydrolyze D-aminoacyl derivatives from the culture supernatant of Streptomyces species 82F2 and 83D12. The enzymes, redesignated as 82F2-DAP and 83D12-DAP, were purified for homogeneity and characterized. Each enzyme had molecular mass of approximately 40 kDa, and each showed moderate stability with respect to temperature and pH. Among hydrolytic activities toward D-aminoacyl-pNAs, the enzymes showed strict specificity toward D-Phe-pNA, but showed broad specificity toward D-aminoacyl esters. The specific activity for D-Phe-pNA hydrolysis of 82F2-DAP was ten-fold higher than that of 83D12-DAP. As a second function, each enzyme showed peptide bond formation activity by its function of aminolysis reaction. Based on results of D-Phe D-Phe synthesis under various conditions, we propose a reaction mechanism for D-Phe D-Phe production. Furthermore, the enzymes exhibited peptide elongation activity, producing oligo homopeptide in a one-pot reaction. We cloned the genes encoding each enzyme, which revealed that the primary structure of each enzyme showed 30-60% identity with those of peptidases belonging to the clan SE, S12 peptidase family categorized as serine peptidase with D-stereospecificity. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Owens, Grover D.; Phillips, David A.; Czarnecki, John J., Inorganic Chemistry, 1984, vol. 23, # 10, p. 1345 - 1353
  作者：Owens, Grover D.、Phillips, David A.、Czarnecki, John J.、Raycheba, John M. T.、Margerum, Dale W.

  DOI：——

  日期：——
• Levene; Steiger, Journal of Biological Chemistry, 1932, vol. 98, p. 323
  作者：Levene、Steiger

  DOI：——

  日期：——
• Levene; Steiger; Marker, Journal of Biological Chemistry, 1931, vol. 93, p. 610
  作者：Levene、Steiger、Marker

  DOI：——

  日期：——