N-t-butoxycarbonyl-(L)-methionyl-(L)-leucyl-2-phenylamino-(D,L)-glycine allyl ester | 141631-07-4

• 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: N-t-butoxycarbonyl-(L)-methionyl-(L)-leucyl-2-phenylamino-(D,L)-glycine allyl ester
• CAS: 141631-07-4；141662-56-8
• 化学式: C₂₇H₄₂N₄O₆S
• 分子量: 550.72
• InChiKey: WELUPARNKNLRAU-LGTSYYJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  38.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  134.86
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-t-butoxycarbonyl-(L)-methionyl-(L)-leucyl-2-phenylamino-(D,L)-glycine allyl ester 在 甲酸 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  Synthesis and biological activities of new N-formylated methionyl peptides containing an α-substituted glycine residue

  摘要：

  Small molecular weight peptides related to the well-known chemotactic peptide N-alpha-formyl-methionyl-leucylphenylalanine have been prepared. These compounds were designed to evaluate the requirements in position 3 (phenylalanine). Each analogue containing an alpha-substituted glycine in position 3 was tested for its ability to induce lysosomal enzyme release from cytochalasin B treated human neutrophils. In addition, each analogue was also tested for its ability to antagonize superoxide generation. The results indicate that the analogue N-formyl-methionyl-leucyl-(alpha-anilino)glycine allyl ester is a potent antagonist of superoxide generation. Its ID50's suggest that this compound could be very promising in the field of anti-inflammatory drugs. A hypothetical inhibition mechanism is discussed.

  DOI：

  10.1016/0223-5234(92)90055-6
• 作为产物：
  描述：

  N-tert-Butyloxycarbonyl-L-leucyl-DL-α-hydroxyglycine allyl ester 在 吡啶 、 甲酸 、 5-羟基苯并噻唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 67.0h， 生成 N-t-butoxycarbonyl-(L)-methionyl-(L)-leucyl-2-phenylamino-(D,L)-glycine allyl ester
  参考文献：
  名称：

  Synthesis and biological activities of new N-formylated methionyl peptides containing an α-substituted glycine residue

  摘要：

  Small molecular weight peptides related to the well-known chemotactic peptide N-alpha-formyl-methionyl-leucylphenylalanine have been prepared. These compounds were designed to evaluate the requirements in position 3 (phenylalanine). Each analogue containing an alpha-substituted glycine in position 3 was tested for its ability to induce lysosomal enzyme release from cytochalasin B treated human neutrophils. In addition, each analogue was also tested for its ability to antagonize superoxide generation. The results indicate that the analogue N-formyl-methionyl-leucyl-(alpha-anilino)glycine allyl ester is a potent antagonist of superoxide generation. Its ID50's suggest that this compound could be very promising in the field of anti-inflammatory drugs. A hypothetical inhibition mechanism is discussed.

  DOI：

  10.1016/0223-5234(92)90055-6