In:
ChemistryOpen, Wiley, Vol. 7, No. 3 ( 2018-03), p. 262-265
Abstract:
In this work, we synthesized a series of boronate ester fluorescence probes ( E )‐4,4,5,5‐tetramethyl‐2‐(4‐styrylphenyl)‐1,3,2‐dioxaborolane ( STBPin) , ( E )‐ N , N ‐dimethyl‐4‐(4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)styryl)aniline ( DSTBPin) , ( E )‐4‐(4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)styryl)benzonitrile ( CSTBPin) , ( E )‐2‐(4‐(4‐methoxystyryl)phenyl)‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane ( MSTBPin) , ( E )‐ N , N ‐dimethyl‐4‐(4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)styryl)naphthalen‐1‐amine ( NDSTBPin ), and N , N ‐dimethyl‐4‐(2‐(4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)oxazol‐5‐yl)aniline ( DAPOX‐BPin ) for the detection of hydrogen peroxide (H 2 O 2 ). DSTBPin and MSTBPin displayed an “Off–On” fluorescence response towards H 2 O 2 , owing to the loss of the intramolecular charge transfer (ICT) excited state. Whereas, CSTBPin displayed a decrease in fluorescence intensity in the presence of H 2 O 2 owing to the introduction of an ICT excited state. STBPin , on the other hand, produced a small fluorescence decrease, indicating the importance of an electron‐withdrawing or electron‐donating group in these systems. Unfortunately, the longer wavelength probe, NDSTBPin , displayed a decrease in fluorescence intensity. Oxazole‐based probe DAPOX‐BPin produced a “turn‐on” response. Regrettably, DAPOX‐BPin required large concentrations of H 2 O 2 ( 〉 3 m m ) to produce noticeable changes in fluorescence intensity and, therefore, no change in fluorescence was observed in the cell imaging experiments.
Type of Medium:
Online Resource
ISSN:
2191-1363
,
2191-1363
DOI:
10.1002/open.201700189
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
2655605-4
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