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Kwon, Tae-Hyuk
Energy Recognition
Research Interests
  • Energy transfer, organic solar cells, supercapacitor, ultrasonic spray chemistry, dithienothiophene, iridium complexes, phosphorescent bioapplications

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Phosphorescent sensor for phosphorylated peptides based on an iridium complex

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Title
Phosphorescent sensor for phosphorylated peptides based on an iridium complex
Author
Kang, Jung HyunKim, Hee JinKwon, Tae-HyukHong, Jong-In
Keywords
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
Issue Date
201407
Publisher
AMER CHEMICAL SOC
Citation
JOURNAL OF ORGANIC CHEMISTRY, v.79, no.13, pp.6000 - 6005
Abstract
A bis[(4,6-difluorophenyl)pyridinato-N,C2']iridium(III) picolinate (FIrpic) derivative coupled with bis(Zn2+-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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DOI
http://dx.doi.org/10.1021/jo5005263
ISSN
0022-3263
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