H-Trp-Val-Sta-NH-CH(Ph)-CH2-Ph

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: H-Trp-Val-Sta-NH-CH(Ph)-CH2-Ph
• 英文别名: 4-[[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-methylbutanoyl]amino]-N-(1,2-diphenylethyl)-3-hydroxy-6-methylheptanamide
• 化学式: C₃₈H₄₉N₅O₄
• 分子量: 639.838
• InChiKey: ASPDNRBTUVIKOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  47.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  149.34
• 氢给体数：
  6.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  H-Trp-Val-Sta-NH-CH(Ph)-CH2-Ph 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 N⁴-(1,8-dioxooctyl-Trp-Val-Sta-CH(Ph)-CH2Ph)-2',3'-dideoxycytidine
  参考文献：
  名称：

  Peptide-Nucleoside Conjugates: Synthesis and Anti-HIV Activities

  摘要：

  New peptide-nucleosides which consist of an anti-RT nucleoside and anti-protease peptide moieties, were designed in order to investigate their anti-HIV-1 properties. The synthesis of these new analogues was achieved using BOP coupling reagent which avoided the protection and deprotection steps of the 5'-OH group of the nucleoside part. These new compounds tested on MT(4) infected cells show no increase in anti-HIV activities compared to that of the component pieces. Interestingly we found that the 5'-(tert-butyldiphenyl)silyl analogues show anti-HIV activities equivalent to that of the 5'-free OH corresponding compounds. This result suggests a possible interaction of these compounds at a non-substrate binding site of the reverse transcriptase.

  DOI：

  10.1080/15257779508010699

文献信息

• Peptide-Nucleoside Conjugates: Synthesis and Anti-HIV Activities
  作者：Nicolas Mourier、Carole Trabaud、Jean Christophe Graciet、Vanessa Simon、Valérie Niddam、Philippe Faury、Anne Sophie Charvet、Michel Camplo、Jean-Claude Chermann、Jean Louis Kraus

  DOI：10.1080/15257779508010699

  日期：1995.8

  New peptide-nucleosides which consist of an anti-RT nucleoside and anti-protease peptide moieties, were designed in order to investigate their anti-HIV-1 properties. The synthesis of these new analogues was achieved using BOP coupling reagent which avoided the protection and deprotection steps of the 5'-OH group of the nucleoside part. These new compounds tested on MT(4) infected cells show no increase in anti-HIV activities compared to that of the component pieces. Interestingly we found that the 5'-(tert-butyldiphenyl)silyl analogues show anti-HIV activities equivalent to that of the 5'-free OH corresponding compounds. This result suggests a possible interaction of these compounds at a non-substrate binding site of the reverse transcriptase.