tert-butyl (4S)-4-amino-5-oxo-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylamino]pentanoate | 1400658-43-6

• 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: tert-butyl (4S)-4-amino-5-oxo-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylamino]pentanoate
• CAS: 1400658-43-6
• 化学式: C₂₀H₃₆N₂O₇
• 分子量: 416.515
• InChiKey: MEWXOHLARQAGDQ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  29
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,4,5-三乙酸基苯甲酸 、 tert-butyl (4S)-4-amino-5-oxo-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylamino]pentanoate 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以40%的产率得到tert-butyl N-3,6,9,12-tetraoxapentadec-14-yn-1-yl-N2-{[3,4,5-tris(acetyloxy)phenyl]carbonyl}-L-α-glutaminate
  参考文献：
  名称：

  Chemical Functionalization of Bioceramics To Enhance Endothelial Cells Adhesion for Tissue Engineering

  摘要：

  To control the selective adhesion of human endothelial cells and human serum proteins to bioceramics of different compositions, a multifunctional ligand containing a cyclic arginine-glycine-aspartate (RGD) peptide, a tetraethylene glycol spacer, and a gallate moiety was designed, synthesized, and characterized. The binding of this ligand to alumina-based, hydroxyapatite-based, and calcium phosphate-based bioceramics was demonstrated. The conjugation of this ligand to the bioceramics induced a decrease in the nonselective and integrin-selective binding of human serum proteins, whereas the binding and adhesion of human endothelial cells was enhanced, dependent on the particular bioceramics.

  DOI：

  10.1021/jm301092r
• 作为产物：
  描述：

  Fmoc-O-叔丁基-L-谷氨酸 在 哌啶 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 tert-butyl (4S)-4-amino-5-oxo-5-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylamino]pentanoate
  参考文献：
  名称：

  Chemical Functionalization of Bioceramics To Enhance Endothelial Cells Adhesion for Tissue Engineering

  摘要：

  To control the selective adhesion of human endothelial cells and human serum proteins to bioceramics of different compositions, a multifunctional ligand containing a cyclic arginine-glycine-aspartate (RGD) peptide, a tetraethylene glycol spacer, and a gallate moiety was designed, synthesized, and characterized. The binding of this ligand to alumina-based, hydroxyapatite-based, and calcium phosphate-based bioceramics was demonstrated. The conjugation of this ligand to the bioceramics induced a decrease in the nonselective and integrin-selective binding of human serum proteins, whereas the binding and adhesion of human endothelial cells was enhanced, dependent on the particular bioceramics.

  DOI：

  10.1021/jm301092r

文献信息

• Chemical Functionalization of Bioceramics To Enhance Endothelial Cells Adhesion for Tissue Engineering
  作者：Françoise Borcard、Davide Staedler、Horacio Comas、Franziska Krauss Juillerat、Philip N. Sturzenegger、Roman Heuberger、Urs T. Gonzenbach、Lucienne Juillerat-Jeanneret、Sandrine Gerber-Lemaire

  DOI：10.1021/jm301092r

  日期：2012.9.27

  To control the selective adhesion of human endothelial cells and human serum proteins to bioceramics of different compositions, a multifunctional ligand containing a cyclic arginine-glycine-aspartate (RGD) peptide, a tetraethylene glycol spacer, and a gallate moiety was designed, synthesized, and characterized. The binding of this ligand to alumina-based, hydroxyapatite-based, and calcium phosphate-based bioceramics was demonstrated. The conjugation of this ligand to the bioceramics induced a decrease in the nonselective and integrin-selective binding of human serum proteins, whereas the binding and adhesion of human endothelial cells was enhanced, dependent on the particular bioceramics.