Clarkson University, Department of Chemistry & Biomolecular Science, Potsdam, New York, USA.
Chem Commun (Camb). 2013 Oct 11;49(79):9042-4. doi: 10.1039/c3cc43271h.
Alkylation of one of the imidazole rings of hexahistidine with Baylis-Hillman esters tethered to nitrilotriacetate residue was achieved in aqueous solutions at neutral pH and at micromolar concentrations in the presence of Ni(2+), Cu(2+), or Zn(2+) cations. The utility of the approach for selective functionalization of His-tagged recombinant proteins was demonstrated by attachment of a fluorescent label to recombinant protein A with an alkynyl group followed by a "click" 1,3-dipolar cycloaddition reaction.
在中性 pH 值的水溶液中，在微摩尔浓度下，在 Ni(2+)、Cu(2+)或 Zn(2+)阳离子的存在下，实现了与连接在氮川三乙酸残基上的 Baylis-Hillman 酯的六组氨酸的一个咪唑环的烷基化。通过将炔基连接到带有炔基的重组蛋白 A 上来实现对 His 标记的重组蛋白的选择性功能化的方法的实用性，然后进行“点击”1,3-偶极环加成反应。
