首页|Comparative studies on the absorption and fluorescence responses of hemicyanine to HSO3-, CN-, HS- and ClO-
Comparative studies on the absorption and fluorescence responses of hemicyanine to HSO3-, CN-, HS- and ClO-
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NSTL
Elsevier
A fluorescent probe Hcy-Im bearing an indolium-hemicyanine structure was designed and synthesized to compare its responses to four anions, namely HSO3-, CN-, HS- and ClO-. The results disclosed that Hcy-Im reacted with all these four anions in 5% DMSO-PBS buffer with different speeds and spectral changes. HcyIm responded to HSO3- markedly quicker than CN- and HS-, and it responded to CN- a little quicker than HS- while the response to ClO- was much slower than the other three anions. The detection limits for these four anions were calculated to be 0.15 mu M, 1.32 mu M, 2.07 mu M and 2.29 mu M, respectively. The characteristic conjugated C=N+ and C=C bonds in Hcy-Im were responsible for the responses towards these four anions via a Michael addition-rearrangement reaction, a 1, 2-addition reaction or an oxidation reaction. These different sensing mechanisms were verified by 1HNMR and HRMS. Thus, it could be inferred that hemicyanine-based fluorescent probe could detect HSO3- sensitively and selectively while the interference of HSO3- should not be neglected when it was used for the detection of CN-, HS- and ClO-. Moreover, as HSO3-, HS- and ClO- are anions endogenously generated in human bodies, enough attention should be paid to the presence of physiological level of these three anions in certain tissues when hemicyanine-based fluorescent probe is applied for the detection of biorelevant analytes in biological samples. (c) 2021 Elsevier B.V. All rights reserved.