Abstract
A bis-propargyl-appended rhodamine B-based receptor BPRB has been synthesised that exhibits pronounced fluorescence enhancement in the presence of Pd2+ ions. The addition of Pd2+ enhanced the fluorescence intensity of BPRB by 113-fold (Φf = 0.37) and BPRB was found to exhibit high selectivity towards Pd2+ compared to a range of other metal ions. The enhancement of fluorescence was triggered by spirolactam ring opening followed by depropargylation of BPRB in the presence of Pd2+, as evidenced by FTIR and NMR analyses. BPRB was able to detect Pd0 without the addition of a reducing agent, and the emission intensity of BPRB-Pd0 was almost identical to that of BPRB-Pd2+; however, a rapid fluorescence response was observed in the presence of PPh 3. To explore the efficiency of the rhodamine unit, a bispropargyl derivative of cyclohexane (BPCH) was synthesised and the fluorescence response towards Pd2+ was examined and compared with BPRB, revealing that the rhodamine unit enhanced the fluorescence intensity by 500-fold. The fluorescence images of BPRB and BPRB-Pd2+ samples indicate that BPRB could be useful for imaging Pd2+ in living cells.
| Original language | English |
|---|---|
| Pages (from-to) | 1564-1569 |
| Number of pages | 6 |
| Journal | Analyst |
| Volume | 138 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2013 Mar 7 |
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All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Biochemistry
- Environmental Chemistry
- Spectroscopy
- Electrochemistry
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A depropargylation-triggered fluorescence "turn-on" probe for the detection of Pd2+ based on a bispropargylamine-rhodamine conjugate. / Balamurugan, Rathinam; Chien, Chih Chieh; Wu, Kai Ming; Chiu, Yi Hong; Liu, Jui Hsiang.
In: Analyst, Vol. 138, No. 5, 07.03.2013, p. 1564-1569.Research output: Contribution to journal › Article
TY - JOUR
T1 - A depropargylation-triggered fluorescence "turn-on" probe for the detection of Pd2+ based on a bispropargylamine-rhodamine conjugate
AU - Balamurugan, Rathinam
AU - Chien, Chih Chieh
AU - Wu, Kai Ming
AU - Chiu, Yi Hong
AU - Liu, Jui Hsiang
PY - 2013/3/7
Y1 - 2013/3/7
N2 - A bis-propargyl-appended rhodamine B-based receptor BPRB has been synthesised that exhibits pronounced fluorescence enhancement in the presence of Pd2+ ions. The addition of Pd2+ enhanced the fluorescence intensity of BPRB by 113-fold (Φf = 0.37) and BPRB was found to exhibit high selectivity towards Pd2+ compared to a range of other metal ions. The enhancement of fluorescence was triggered by spirolactam ring opening followed by depropargylation of BPRB in the presence of Pd2+, as evidenced by FTIR and NMR analyses. BPRB was able to detect Pd0 without the addition of a reducing agent, and the emission intensity of BPRB-Pd0 was almost identical to that of BPRB-Pd2+; however, a rapid fluorescence response was observed in the presence of PPh 3. To explore the efficiency of the rhodamine unit, a bispropargyl derivative of cyclohexane (BPCH) was synthesised and the fluorescence response towards Pd2+ was examined and compared with BPRB, revealing that the rhodamine unit enhanced the fluorescence intensity by 500-fold. The fluorescence images of BPRB and BPRB-Pd2+ samples indicate that BPRB could be useful for imaging Pd2+ in living cells.
AB - A bis-propargyl-appended rhodamine B-based receptor BPRB has been synthesised that exhibits pronounced fluorescence enhancement in the presence of Pd2+ ions. The addition of Pd2+ enhanced the fluorescence intensity of BPRB by 113-fold (Φf = 0.37) and BPRB was found to exhibit high selectivity towards Pd2+ compared to a range of other metal ions. The enhancement of fluorescence was triggered by spirolactam ring opening followed by depropargylation of BPRB in the presence of Pd2+, as evidenced by FTIR and NMR analyses. BPRB was able to detect Pd0 without the addition of a reducing agent, and the emission intensity of BPRB-Pd0 was almost identical to that of BPRB-Pd2+; however, a rapid fluorescence response was observed in the presence of PPh 3. To explore the efficiency of the rhodamine unit, a bispropargyl derivative of cyclohexane (BPCH) was synthesised and the fluorescence response towards Pd2+ was examined and compared with BPRB, revealing that the rhodamine unit enhanced the fluorescence intensity by 500-fold. The fluorescence images of BPRB and BPRB-Pd2+ samples indicate that BPRB could be useful for imaging Pd2+ in living cells.
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U2 - 10.1039/c3an36758d
DO - 10.1039/c3an36758d
M3 - Article
C2 - 23348888
AN - SCOPUS:84873631926
VL - 138
SP - 1564
EP - 1569
JO - The Analyst
JF - The Analyst
SN - 0003-2654
IS - 5
ER -