(2R)-3-[2-[(2R)-2-carboxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]sulfanylethylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid | 134161-06-1

• 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: (2R)-3-[2-[(2R)-2-carboxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]sulfanylethylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 134161-06-1
• 化学式: C₁₈H₃₂N₂O₈S₂
• 分子量: 468.593
• InChiKey: GFJUOUIKFPCDNZ-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  202
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R)-3-[2-[(2R)-2-carboxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]sulfanylethylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid 在 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 90.0h， 生成 (2S)-2-[[(2R)-3-[2-[(2R)-3-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]sulfanylethylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-3-hydroxypropanoic acid
  参考文献：
  名称：

  Rational Approaches to the Design of Cationic Gemini Surfactants for Gene Delivery

  摘要：

  We report a new class of amphiphilic gemini surfactants as vehicles for gene delivery into cells, and the beginnings of a systematic structure-activity study. Preliminary results suggest that combining gemini surfactants with dioleoylphosphatidylethanolamine (DOPE) should allow the preparation of liposomes of various sizes and lipid compositions. Control of such colloidal changes could be as significant as the changes in the molecular composition of the gemini surfactants in delivering optimum gene expression in animal models.

  DOI：

  10.1021/ja005681c
• 作为产物：
  描述：

  2-氨基-3-[2-(2-氨基-2-羧基-乙基)硫基乙基硫基]丙酸 、 二碳酸二叔丁酯 在 sodium hydroxide 作用下， 以65.9%的产率得到(2R)-3-[2-[(2R)-2-carboxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]sulfanylethylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  参考文献：
  名称：

  Rational Approaches to the Design of Cationic Gemini Surfactants for Gene Delivery

  摘要：

  We report a new class of amphiphilic gemini surfactants as vehicles for gene delivery into cells, and the beginnings of a systematic structure-activity study. Preliminary results suggest that combining gemini surfactants with dioleoylphosphatidylethanolamine (DOPE) should allow the preparation of liposomes of various sizes and lipid compositions. Control of such colloidal changes could be as significant as the changes in the molecular composition of the gemini surfactants in delivering optimum gene expression in animal models.

  DOI：

  10.1021/ja005681c

文献信息

• Rational Approaches to the Design of Cationic Gemini Surfactants for Gene Delivery
  作者：Caroline McGregor、Christele Perrin、Myrna Monck、Patrick Camilleri、Anthony J. Kirby

  DOI：10.1021/ja005681c

  日期：2001.7.1

  We report a new class of amphiphilic gemini surfactants as vehicles for gene delivery into cells, and the beginnings of a systematic structure-activity study. Preliminary results suggest that combining gemini surfactants with dioleoylphosphatidylethanolamine (DOPE) should allow the preparation of liposomes of various sizes and lipid compositions. Control of such colloidal changes could be as significant as the changes in the molecular composition of the gemini surfactants in delivering optimum gene expression in animal models.