Ac-Leu-Aze-Phe-Phe-Asp(OH)-NH2 | 1119052-99-1

• 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: Ac-Leu-Aze-Phe-Phe-Asp(OH)-NH2
• 英文别名: Ac-Leu-Aze-Phe-Phe-Asp-NH2；(3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-acetamido-4-methylpentanoyl]azetidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-amino-4-oxobutanoic acid
• CAS: 1119052-99-1
• 化学式: C₃₄H₄₄N₆O₈
• 分子量: 664.759
• InChiKey: PRDFSFNSUODKAF-XLIKFSOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  48
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  217
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Ac-Leu-Aze-Phe-Phe-Asp(OH)-NH2 在 重水 作用下， 生成
  参考文献：
  名称：

  Synthesis and activity of fibrillogenesis peptide inhibitors related to the 17–21 β-amyloid sequence

  摘要：

  Peptide derivatives 1-5, incorporating synthetic non-proteinogenic amino acids, related to the beta-amyloid 17-21 fragment of the amyloidogenic A beta(1-40), and the N-protected decapeptide 6, corresponding to a dimeric sequence of the same fragment, have been synthesized. These compounds were designed by using Soto's pentapeptide Ac-LPFFD-NH2 (iA beta 5p) as lead compound. Their activity as inhibitors of fibrillogenesis and stability against enzymatic degradation have been determined. Compounds 1, 5 and 6 are potent inhibitors in comparison to the lead compound. Exposure to chymotrypsin of peptide derivatives 1-5, all containing unnatural amino acids, shows increased stability as compared with iA beta 5p and 6. Conformational properties of the new compounds have been determined by CD and FF-IR spectroscopies. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.036
• 作为产物：
  描述：

  Ac-Leu-Aze-Phe-Phe-Asp(OtBu)-NH2 在 三氟乙酸 作用下， 生成 Ac-Leu-Aze-Phe-Phe-Asp(OH)-NH2
  参考文献：
  名称：

  Synthesis and activity of fibrillogenesis peptide inhibitors related to the 17–21 β-amyloid sequence

  摘要：

  Peptide derivatives 1-5, incorporating synthetic non-proteinogenic amino acids, related to the beta-amyloid 17-21 fragment of the amyloidogenic A beta(1-40), and the N-protected decapeptide 6, corresponding to a dimeric sequence of the same fragment, have been synthesized. These compounds were designed by using Soto's pentapeptide Ac-LPFFD-NH2 (iA beta 5p) as lead compound. Their activity as inhibitors of fibrillogenesis and stability against enzymatic degradation have been determined. Compounds 1, 5 and 6 are potent inhibitors in comparison to the lead compound. Exposure to chymotrypsin of peptide derivatives 1-5, all containing unnatural amino acids, shows increased stability as compared with iA beta 5p and 6. Conformational properties of the new compounds have been determined by CD and FF-IR spectroscopies. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.036

文献信息

• Synthesis and activity of fibrillogenesis peptide inhibitors related to the 17–21 β-amyloid sequence
  作者：Cesare Giordano、Annalisa Masi、Aldo Pizzini、Anna Sansone、Valerio Consalvi、Roberta Chiaraluce、Gino Lucente

  DOI：10.1016/j.ejmech.2008.03.036

  日期：2009.1

  Peptide derivatives 1-5, incorporating synthetic non-proteinogenic amino acids, related to the beta-amyloid 17-21 fragment of the amyloidogenic A beta(1-40), and the N-protected decapeptide 6, corresponding to a dimeric sequence of the same fragment, have been synthesized. These compounds were designed by using Soto's pentapeptide Ac-LPFFD-NH2 (iA beta 5p) as lead compound. Their activity as inhibitors of fibrillogenesis and stability against enzymatic degradation have been determined. Compounds 1, 5 and 6 are potent inhibitors in comparison to the lead compound. Exposure to chymotrypsin of peptide derivatives 1-5, all containing unnatural amino acids, shows increased stability as compared with iA beta 5p and 6. Conformational properties of the new compounds have been determined by CD and FF-IR spectroscopies. (C) 2008 Elsevier Masson SAS. All rights reserved.