Molecular design strategies of multifunctional probe for simultaneous monitoring of Cu2+, Al3+, Ca2+ and endogenous L-phenylalanine (LPA) recognition in living cells and zebrafishes

Molecular design strategies of multifunctional probe for simultaneous monitoring of Cu2+, Al3+, Ca2+ and endogenous L-phenylalanine (LPA) recognition in living cells and zebrafishes
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同时监测活细胞和斑马鱼中 Cu2、Al3、Ca2 和内源性 L-苯丙氨酸 (LPA) 识别的多功能探针的分子设计策略

DOI:
10.1016/j.jhazmat.2019.121831
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发表时间:
2020
影响因子:
13.6
通讯作者:
Xu Hongyao
Xu Hongyao
中科院分区:
环境科学与生态学1区
文献类型:
--
作者:
Zhao Gang;Yi Chunxue;Wei Gang;Wu Rongliang;Gu Zhengye;Guang Shanyi;Xu Hongyao

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An innovative strategy of adjusting the molecular polarity of organics is applied for multifunctional simultaneous ions detection. It involved the use of 4-bromo-2-hydroxyben Rhodamine B hydrazide (RHBr) as a colorimetric and fluorescent multifunctional chemosensor. Briefly, it was designed and preparedviaintegrating 4-bromo-2-hydroxybenzaldehyde with Rhodamine B hydrazide, and Rhodamine B as fluorophore group, Cdouble bondO, −CHN and −OHdouble bond groups as reaction site,Bratom as electro n-withdrawing group. On the basis of theoretical calculation under Gaussian 09 software suit, RHBr could exclusively recognize Cu2+, Al3+and Ca2+. This was also experimentally confirmed by the different turn-on colorimetric and fluorescent signals. For example the selective detection of Cu2+ion in DMSO/H2O (1/1 = v/v, 10.0 mM HEPES pH 7.0) with the “naked-eye” when the color changed from colorless to pink, Al3+with “turn-on” strong orange-red fluorescence and Ca2+with strong green fluorescence in EtOH/H2O (v/v = 95/5). Under the optimized conditions, all the ions could be detected at a very low concentrations (1.7 × 10−7M, 1.0 × 10−8M, 2.8 × 10−7M for Cu2+, Al3+, and Ca2+, respectively). In addition, the “in situ” formed RHBr-Al3+was used to recognizel-phenylalanine (LPA) with a “turn-off” fluorescence ranging from 0.03–10.0 μM with the low detection concetration of 3.0 × 10−7M. The sensing mechanisms of RHBr toward three metal ions and the ensemble RHBr-Al3+toward thel-phenylalanine (LPA) were further investigated in detail. Practical application experiments further proved that RHBr had good cell permeability and could be utilized to detect Al3+and Ca2+, and the complexes of RHBr-Al3+could be applied to detectl-phenylalanine (LPA) in the living cells and zebrafishes, respectively.