O'Malley William I, Abdelkader Elwy H, Aulsebrook Margaret L, Rubbiani Riccardo, Loh Choy-Theng, Grace Michael R, Spiccia Leone, Gasser Gilles, Otting Gottfried, Tuck Kellie L, Graham Bim
Monash Institute of Pharmaceutical Sciences, Monash University , Parkville VIC 3052, Australia.
Research School of Chemistry, Australian National University , Canberra ACT 2601, Australia.
Inorg Chem. 2016 Feb 15;55(4):1674-82. doi: 10.1021/acs.inorgchem.5b02605. Epub 2016 Jan 28.
Two new bifunctional macrocyclic chelate ligands that form luminescent terbium(III) complexes featuring an alkyne group for conjugation to (bio)molecules via the Cu(I)-catalyzed "click" reaction were synthesized. Upon ligation, the complexes exhibit a significant luminescent enhancement when excited at the λ(max) of the "clicked" products. To demonstrate the utility of the complexes for luminescent labeling, they were conjugated in vitro to E. coli aspartate/glutamate-binding protein incorporating a genetically encoded p-azido-L-phenylalanine or p-(azidomethyl)-L-phenylalanine residue. The complexes may prove useful for time-gated assay applications.
合成了两种新型双功能大环螯合配体,它们形成了具有炔基的发光铽(III)配合物,可通过铜(I)催化的“点击”反应与(生物)分子共轭。连接后,当在“点击”产物的λ(max)处激发时,配合物表现出显著的发光增强。为了证明这些配合物用于发光标记的实用性,它们在体外与掺入了基因编码的对叠氮基-L-苯丙氨酸或对(叠氮甲基)-L-苯丙氨酸残基的大肠杆菌天冬氨酸/谷氨酸结合蛋白进行了共轭。这些配合物可能被证明对时间分辨测定应用有用。