Phosphorescent sensor for phosphorylated peptides based on an iridium complex.

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The Journal of organic chemistry, ISSN: 1520-6904, Vol: 79, Issue: 13, Page: 6000-5

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Kang, Jung Hyun, Kim, Hee Jin, Kwon, Tae-Hyuk, Hong, Jong-In
American Chemical Society (ACS), AMER CHEMICAL SOC
Chemistry, Adenosinetriphosphate, Fluorescence, Iridium compounds, Light emission, Negative ions, Peptides, Phosphorescence, Phosphorylation, Zinc Cellular mechanisms, Emission intensity, Fluorescent sensors, Iridium complex, Metal-to-ligand charge transfer, Negative charge, Phosphorylated peptides, Self-quenching
article description
A bis[(4,6-difluorophenyl)pyridinato-N,C(2')]iridium(III) picolinate (FIrpic) derivative coupled with bis(Zn(2+)-dipicolylamine) (ZnDPA) was developed as a sensor (1) for phosphorylated peptides, which are related to many cellular mechanisms. As a control, a fluorescent sensor (2) based on anthracene coupled to ZnDPA was also prepared. When the total negative charge on the phosphorylated peptides was changed to -2, -4, and -6, the emission intensity of sensor 1 gradually increased by factors of up to 7, 11, and 16, respectively. In contrast, there was little change in the emission intensity of sensor 1 upon the addition of a neutral phosphorylated peptide, non-phosphorylated peptides, or various anions such as CO3(2-), NO3(-), SO4(2-), phosphate, azide, and pyrophosphate. Furthermore, sensor 1 could be used to visually discriminate between phosphorylated peptides and adenosine triphosphate in aqueous solution under a UV-vis lamp, unlike fluorescent sensor 2. This enhanced luminance of phosphorescent sensor 1 upon binding to a phosphorylated peptide is attributed to a reduction in the repulsion between the Zn(2+) ions due to the phenoxy anion, its strong metal-to-ligand charge transfer character, and a reduction in self-quenching.

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