期刊
MOLECULES
卷 23, 期 10, 页码 -出版社
MDPI
DOI: 10.3390/molecules23102679
关键词
near-infrared imaging; fluorescent probes; FRET; rhodamine; cyanine dye
资金
- National Institute of General Medical Sciences of the National Institutes of Health [R15GM114751]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R15GM114751] Funding Source: NIH RePORTER
A fluorescence resonance energy transfer (FRET)-based near-infrared fluorescent probe (B+) for double-checked sensitive detection of intracellular pH changes has been synthesized by binding a near-infrared rhodamine donor to a near-infrared cyanine acceptor through robust C-N bonds via a nucleophilic substitution reaction. To demonstrate the double-checked advantages of probe B+, a near-infrared probe (A) was also prepared by modification of a near-infrared rhodamine dye with ethylenediamine to produce a closed spirolactam residue. Under basic conditions, probe B+ shows only weak fluorescence from the cyanine acceptor while probe A displays nonfluorescence due to retention of the closed spirolactam form of the rhodamine moiety. Upon decrease in solution pH level, probe B+ exhibits a gradual fluorescence increase from rhodamine and cyanine constituents at 623 nm and 743 nm respectively, whereas probe A displays fluorescence increase at 623 nm on the rhodamine moiety as acidic conditions leads to the rupture of the probe spirolactam rings. Probes A and B+ have successfully been used to monitor intracellular pH alternations and possess pK(a) values of 5.15 and 7.80, respectively.
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