Boc-β3hLys(2-Cl-Cbz)-β3hPhe-OBn | 1003570-36-2

• 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: Boc-β3hLys(2-Cl-Cbz)-β3hPhe-OBn
• 英文别名: Boc-β³hLys(2-Cl-Cbz)-β³hPhe-OBn
• CAS: 1003570-36-2
• 化学式: C₃₇H₄₆ClN₃O₇
• 分子量: 680.241
• InChiKey: YBGUCRYKHNWIIA-CONSDPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.88
• 重原子数：
  48.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  132.06
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Boc-β3hLys(2-Cl-Cbz)-β3hPhe-OBn 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 Boc-bAla(3S-BuNH2)-bAla(3S-Bn)-OH
  参考文献：
  名称：

  β- and γ-Di- and Tripeptides as Potential Substrates for the Oligopeptide Transporter hPepT1

  摘要：

  The hPepT1-mediated transport properties of a series of 11 synthesized beta- and gamma-peptides have been studied in Caco-2 cells. The results show that several of the compounds interact with the peptide transporter, but only two beta-dipeptides act as substrates and are transported across the cell monolayers. These two are less-efficient substrates than alpha-peptides. Larger derivatives than beta-dipeptides do not act as hPepT1 substrates, but instead, they appear to be substrates for P-glycoprotein efflux.

  DOI：

  10.1021/jm070148u
• 作为产物：
  描述：

  benzyl (3S)-3-amino-4-phenylbutanoate 、 (S)-3-<<(tert-butoxy)carbonyl>amino>-7-<<(2-chlorobenzyloxy)carbonyl>amino>heptanoic acid 在 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 Boc-β3hLys(2-Cl-Cbz)-β3hPhe-OBn
  参考文献：
  名称：

  β- and γ-Di- and Tripeptides as Potential Substrates for the Oligopeptide Transporter hPepT1

  摘要：

  The hPepT1-mediated transport properties of a series of 11 synthesized beta- and gamma-peptides have been studied in Caco-2 cells. The results show that several of the compounds interact with the peptide transporter, but only two beta-dipeptides act as substrates and are transported across the cell monolayers. These two are less-efficient substrates than alpha-peptides. Larger derivatives than beta-dipeptides do not act as hPepT1 substrates, but instead, they appear to be substrates for P-glycoprotein efflux.

  DOI：

  10.1021/jm070148u