Pentanoic acid, 4-[[(2R,4R)-4-[[(2S,4R)-4-amino-1-oxo-2-(phenylmethyl)pentyl]amino]-2,5-dimethyl-1-oxohexyl]amino]-2-propyl-, (2S,4S)- | 1258277-13-2

• 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: Pentanoic acid, 4-[[(2R,4R)-4-[[(2S,4R)-4-amino-1-oxo-2-(phenylmethyl)pentyl]amino]-2,5-dimethyl-1-oxohexyl]amino]-2-propyl-, (2S,4S)-
• 英文别名: (2S,4S)-4-[[(2R,4R)-4-[[(2S,4R)-4-amino-2-benzylpentanoyl]amino]-2,5-dimethylhexanoyl]amino]-2-propylpentanoic acid
• CAS: 1258277-13-2
• 化学式: C₂₈H₄₇N₃O₄
• 分子量: 489.699
• InChiKey: VXQOLTNSVAYNBJ-GCZFGYHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,4S)-4-[[(2R,4R)-4-[[(2S,4R)-2-benzyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]-2,5-dimethylhexanoyl]amino]-2-propylpentanoic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 Pentanoic acid, 4-[[(2R,4R)-4-[[(2S,4R)-4-amino-1-oxo-2-(phenylmethyl)pentyl]amino]-2,5-dimethyl-1-oxohexyl]amino]-2-propyl-, (2S,4S)-
  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

文献信息

• β- and γ-Di- and Tripeptides as Potential Substrates for the Oligopeptide Transporter hPepT1
  作者：Ina Hubatsch、Per I. Arvidsson、Dieter Seebach、Kristina Luthman、Per Artursson

  DOI：10.1021/jm070148u

  日期：2007.10.1

  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.