(R)-2-Amino-3-[(R)-2-amino-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester | 785043-78-9

• 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: (R)-2-Amino-3-[(R)-2-amino-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester
• CAS: 785043-78-9
• 化学式: C₃₆H₃₆N₂O₈S₂
• 分子量: 688.822
• InChiKey: CGMKEODNBZCUGA-ACHIHNKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  48.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  157.24
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (R)-2-Amino-3-[(R)-2-amino-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester 在 DL-dithiothreitol 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 三乙胺 、 三氟乙酸 作用下， 生成 (R)-2-[(2S,3S)-2-((2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyrylamino)-3-methyl-pentanoylamino]-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester
  参考文献：
  名称：

  Synthesis and Membrane-Binding Properties of a Characteristic Lipopeptide from the Membrane-Anchoring Domain of Influenza Virus A Hemagglutinin

  摘要：

  On the trail of the influenza virus! Fluorescent-labeled lipopeptides, such as the characteristic S-palmitoylated partial structure from influenza virus hemagglutinin A, can be synthesized efficiently by employing a new enzymatic protecting-group technique in the key steps. Their binding to model membranes was determined in a kinetic assay, so leading to a first approximation of the membrane-anchoring ability of the corresponding lipopeptide motif in the parent protein.

  DOI：

  10.1002/1521-3773(20010119)40:2<369::aid-anie369>3.0.co;2-7
• 作为产物：
  描述：

  N,N'-双(叔丁氧羰基)-L-胱氨酸 、 4-(hydroxymethyl)phenyl 2-phenylacetate 在 4-二甲氨基吡啶 、 达卡巴嗪 、 盐酸 作用下， 以 乙醚 为溶剂， 生成 (R)-2-Amino-3-[(R)-2-amino-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester
  参考文献：
  名称：

  Synthesis and Membrane-Binding Properties of a Characteristic Lipopeptide from the Membrane-Anchoring Domain of Influenza Virus A Hemagglutinin

  摘要：

  On the trail of the influenza virus! Fluorescent-labeled lipopeptides, such as the characteristic S-palmitoylated partial structure from influenza virus hemagglutinin A, can be synthesized efficiently by employing a new enzymatic protecting-group technique in the key steps. Their binding to model membranes was determined in a kinetic assay, so leading to a first approximation of the membrane-anchoring ability of the corresponding lipopeptide motif in the parent protein.

  DOI：

  10.1002/1521-3773(20010119)40:2<369::aid-anie369>3.0.co;2-7