Document Type
Article
Publication Date
10-18-2018
Abstract
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 pKa values of 5.15 and 7.80, respectively.
Publication Title
Molecules
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.
Recommended Citation
Zhang, Y.,
Bi, J.,
Xia, S.,
Mazi, W.,
Wan, S.,
Mikesell, L.,
Luck, R.,
&
Liu, H.
(2018).
A near-infrared fluorescent probe based on a FRET rhodamine donor linked to a cyanine acceptor for sensitive detection of intracellular pH alternations.
Molecules,
23(10).
http://doi.org/10.3390/molecules23102679
Retrieved from: https://digitalcommons.mtu.edu/chemistry-fp/121
Version
Publisher's PDF
Publisher's Statement
© 2018 by the authors. Licensee MDPI, Basel, Switzerland. Article deposited here in compliance with publisher policies. Publisher's version of record: https://doi.org/10.3390/molecules23102679