TRAP-6

• 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: TRAP-6
• 英文别名: Ser-Phe-Leu-Leu-Arg-Asn-NH₂；thrombin receptor activating peptide；PAR1 activating peptide；SFLLRN-NH2；Ser-Phe-Leu-Leu-Arg-Asn-NH2；SFLLRN-NH₂；L-Aspartamide, L-seryl-L-phenylalanyl-L-leucyl-L-leucyl-L-arginyl-；(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]butanediamide
• 化学式: C₃₄H₅₇N₁₁O₈
• 分子量: 747.895
• InChiKey: HRYITGOEDRTTLM-FRSCJGFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  53
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  342
• 氢给体数：
  11
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  BOC-L-亮氨酸 、 BOC-L-天冬酰胺 、 BOC-L-苯丙氨酸 、 N-叔丁氧羰基-N'-甲苯磺酰基-L-精氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 TRAP-6
  参考文献：
  名称：

  Development of a Potent Thrombin Receptor Ligand

  摘要：

  The N-terminal thrombin receptor peptide H-Ser-Phe-Leu-Leu-Arg-Asn-Pro-Asn-Asp-Lys-Tyr-Glu-Pro-Phe-OH (1) fully activates the thrombin receptor with an EC(50) Of 10 mu M Structural features in the tetradecapeptide which are responsible for receptor activation have been elucidated. Agonist potency has been enhanced 1000-fold with the design of the shortened peptide H-Ala-Phe(p-F)-Arg-Cha-HArg-Tyr-NH2 (56). This analog exhibits an EC(50) of 0.01 mu M and is the most potent agonist for receptor activation reported to date. The monoiodinated derivative H-Ala-Phe(p-F)-Arg-Cha-HArg-Tyr(3-I)-NH2 (59) exhibits an EC(50) of 0.03 mu M, a level sufficient for development of a radioligand.

  DOI：

  10.1021/jm00020a029

文献信息

• Solid-Phase Synthesis of Arginine-Containing Peptides by Guanidine Attachment to a Sulfonyl Linker
  作者：H. Marlon Zhong、Michael N. Greco、Bruce E. Maryanoff

  DOI：10.1021/jo970736n

  日期：1997.12.1
• Development of a Potent Thrombin Receptor Ligand
  作者：Dong-Mei Feng、Daniel F. Veber、Thomas M. Connolly、Cindra Condra、Mei-Jy Tang、Ruth F. Nutt

  DOI：10.1021/jm00020a029

  日期：1995.9

  The N-terminal thrombin receptor peptide H-Ser-Phe-Leu-Leu-Arg-Asn-Pro-Asn-Asp-Lys-Tyr-Glu-Pro-Phe-OH (1) fully activates the thrombin receptor with an EC(50) Of 10 mu M Structural features in the tetradecapeptide which are responsible for receptor activation have been elucidated. Agonist potency has been enhanced 1000-fold with the design of the shortened peptide H-Ala-Phe(p-F)-Arg-Cha-HArg-Tyr-NH2 (56). This analog exhibits an EC(50) of 0.01 mu M and is the most potent agonist for receptor activation reported to date. The monoiodinated derivative H-Ala-Phe(p-F)-Arg-Cha-HArg-Tyr(3-I)-NH2 (59) exhibits an EC(50) of 0.03 mu M, a level sufficient for development of a radioligand.