Journal
INORGANIC CHEMISTRY
Volume 49, Issue 14, Pages 6402-6408Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic902266x
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Funding
- National Natural Science Funds for Distinguished Young Scholars [20825101]
- Shanghai Sci. Tech. Comm. [1052 nm03400]
- Shanghai Leading Academic Discipline Project [B108]
- CAS/SAFEA International Partnership Program for Creative Research Teams
- [NCET-06-0353]
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Homocysteine (Hcy) and cysteine (Cys) are crucial to the physiological balance in living systems. Specific detection of intracellular Hcy and Cys is of growing importance. Herein, we demonstrated phosphorescence imaging of intracellular Hcy and Cys using a cationic iridium(III) complex Ir(pba)(2)(bpy)(+)center dot PF(6)(-) [pba = 4-(2-pyridyl)benzaldehyde, bpy = bipyridine] containing aldehyde groups as a luminescent probe. Upon addition of Hcy or Cys to a semiaqueous solution of Ir(pba)2(bpy)+, a change in luminescence from yellow to red was visible to the naked eye. The successful chemical reaction of the aldehyde in Ir(pba)(2)(bpy)(+) with Hcy and Cys to form thiazinane and thiazolidine was confirmed by (1)H NMR. Moreover, complexation with Hcy and Cys disturbed the p-pi conjugation between the aldehyde group and the bpy moiety, and led to the excited states switching to [d pi(Ir)-pi(star)(N boolean AND N)] (3)MLCT and [pi(C boolean AND N)-pi(star)(N boolean AND N)] (3)LLCT from (pi-pi(star))(pba(-)) (3)IL. Furthermore, the MTT assay was used to determine that the probe has low cytotoxicity. Importantly, cell imaging experiments demonstrated that the probe is membrane permeable and can monitor the changes of Hcy/Cys within living cells in a ratiometric mode.
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