Boc-gGlu-Cys(Bn(4-Ph))(Bn(4-Ph))-Gly-OH | 1197053-81-8

• 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-gGlu-Cys(Bn(4-Ph))(Bn(4-Ph))-Gly-OH
• 英文别名: (2S)-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(4-phenylphenyl)methylsulfanyl]propan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid
• CAS: 1197053-81-8
• 化学式: C₂₈H₃₅N₃O₈S
• 分子量: 573.667
• InChiKey: KEHYORFBVGMNMH-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  196
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Boc-gGlu-Cys(Bn(4-I))(Bn(4-I))-Gly-OH 、 苯硼酸 在 dipotassium hydrogenphosphate 、 甲酸 、 Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 作用下， 以 水 为溶剂， 反应 6.0h， 以92%的产率得到Boc-gGlu-Cys(Bn(4-Ph))(Bn(4-Ph))-Gly-OH
  参考文献：
  名称：

  A Convenient Catalyst for Aqueous and Protein Suzuki−Miyaura Cross-Coupling

  摘要：

  A phosphine-free palladium catalyst for aqueous Suzuki-Miyaura cross-coupling is presented. The catalyst is active enough to mediate hindered, ortho-substituted biaryl couplings but mild enough for use on peptides and proteins. The 1 Suzuki-Miyaura couplings on protein substrates are the first to proceed in useful conversions. Notably, hydrophobic aryl and vinyl groups can be transferred to the protein surface without the aid of organic solvent since the aryl- and vinylboronic acids used in the coupling are water-soluble as borate salts. The convenience and activity of this catalyst prompts use in both general synthesis and bioconjugation.

  DOI：

  10.1021/ja907150m

文献信息

• A Convenient Catalyst for Aqueous and Protein Suzuki−Miyaura Cross-Coupling
  作者：Justin M. Chalker、Charlotte S. C. Wood、Benjamin G. Davis

  DOI：10.1021/ja907150m

  日期：2009.11.18

  A phosphine-free palladium catalyst for aqueous Suzuki-Miyaura cross-coupling is presented. The catalyst is active enough to mediate hindered, ortho-substituted biaryl couplings but mild enough for use on peptides and proteins. The 1 Suzuki-Miyaura couplings on protein substrates are the first to proceed in useful conversions. Notably, hydrophobic aryl and vinyl groups can be transferred to the protein surface without the aid of organic solvent since the aryl- and vinylboronic acids used in the coupling are water-soluble as borate salts. The convenience and activity of this catalyst prompts use in both general synthesis and bioconjugation.