A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions

Junwei Chen; Na Wang; Hongjuan Tong; Chao Song; Huijuan Ma; Yajun Zhang; Feng Gao; Huan Xu; Wei Wang; Kaiyan Lou

doi:10.1016/j.cclet.2021.05.047

A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions

Junwei Chen, Na Wang, Hongjuan Tong, Chao Song, Huijuan Ma, Yajun Zhang, Feng Gao, Huan Xu, Wei Wang, Kaiyan Lou

Pharmacology and Toxicology

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Selective detection of multiple analytes in a compact design with dual-modality and theranostic features presents great challenges. Herein, we wish to report a coumarin-thiazolidine masked D-penicillamine based dual-modality fluorescent probe COU-DPA-1 for selective detection, differentiation, and detoxification of multiple heavy metal ions (Ag⁺, Hg²⁺, Cu²⁺). The probe shows divergent fluorescence (FL) /circular dichroism (CD) responses via divergent bond-cleavage cascade reactions (metal ion promoted C-S cleavage and hydrolysis at two distinctive cleavage sites): FL “turn-off” and CD “turn-on” for Ag⁺ (no hydrolysis), FL “turn-on” and CD “turn-off” for Hg²⁺ (imine hydrolysis), and FL “self-threshold ratiometric” and CD “turn-off” for excess Cu²⁺ (lactone and imine hydrolysis), providing the first example of a fluorescence/CD dual-modality probe for multiple species with complimentary responses. Moreover, the bond-cleavage cascade reactions also lead to the formation of D-penicillamine heavy metal ion complexes for potential detoxification treatments.

Original language	English (US)
Pages (from-to)	3876-3881
Number of pages	6
Journal	Chinese Chemical Letters
Volume	32
Issue number	12
DOIs	https://doi.org/10.1016/j.cclet.2021.05.047
State	Published - Dec 2021

Keywords

Cascade reaction
Circular dichroism
Detoxification
Divergent responses
Dual-modality
Fluorescent probe
Heavy metal ions

ASJC Scopus subject areas

General Chemistry

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Chen, J., Wang, N., Tong, H., Song, C., Ma, H., Zhang, Y., Gao, F., Xu, H., Wang, W., & Lou, K. (2021). A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions. Chinese Chemical Letters, 32(12), 3876-3881. https://doi.org/10.1016/j.cclet.2021.05.047

Chen, J, Wang, N, Tong, H, Song, C, Ma, H, Zhang, Y, Gao, F, Xu, H, Wang, W & Lou, K 2021, 'A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions', Chinese Chemical Letters, vol. 32, no. 12, pp. 3876-3881. https://doi.org/10.1016/j.cclet.2021.05.047

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title = "A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions",

abstract = "Selective detection of multiple analytes in a compact design with dual-modality and theranostic features presents great challenges. Herein, we wish to report a coumarin-thiazolidine masked D-penicillamine based dual-modality fluorescent probe COU-DPA-1 for selective detection, differentiation, and detoxification of multiple heavy metal ions (Ag+, Hg2+, Cu2+). The probe shows divergent fluorescence (FL) /circular dichroism (CD) responses via divergent bond-cleavage cascade reactions (metal ion promoted C-S cleavage and hydrolysis at two distinctive cleavage sites): FL “turn-off” and CD “turn-on” for Ag+ (no hydrolysis), FL “turn-on” and CD “turn-off” for Hg2+ (imine hydrolysis), and FL “self-threshold ratiometric” and CD “turn-off” for excess Cu2+ (lactone and imine hydrolysis), providing the first example of a fluorescence/CD dual-modality probe for multiple species with complimentary responses. Moreover, the bond-cleavage cascade reactions also lead to the formation of D-penicillamine heavy metal ion complexes for potential detoxification treatments.",

keywords = "Cascade reaction, Circular dichroism, Detoxification, Divergent responses, Dual-modality, Fluorescent probe, Heavy metal ions",

author = "Junwei Chen and Na Wang and Hongjuan Tong and Chao Song and Huijuan Ma and Yajun Zhang and Feng Gao and Huan Xu and Wei Wang and Kaiyan Lou",

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year = "2021",

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doi = "10.1016/j.cclet.2021.05.047",

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AU - Chen, Junwei

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AU - Song, Chao

AU - Ma, Huijuan

AU - Zhang, Yajun

AU - Gao, Feng

AU - Xu, Huan

AU - Wang, Wei

AU - Lou, Kaiyan

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AB - Selective detection of multiple analytes in a compact design with dual-modality and theranostic features presents great challenges. Herein, we wish to report a coumarin-thiazolidine masked D-penicillamine based dual-modality fluorescent probe COU-DPA-1 for selective detection, differentiation, and detoxification of multiple heavy metal ions (Ag+, Hg2+, Cu2+). The probe shows divergent fluorescence (FL) /circular dichroism (CD) responses via divergent bond-cleavage cascade reactions (metal ion promoted C-S cleavage and hydrolysis at two distinctive cleavage sites): FL “turn-off” and CD “turn-on” for Ag+ (no hydrolysis), FL “turn-on” and CD “turn-off” for Hg2+ (imine hydrolysis), and FL “self-threshold ratiometric” and CD “turn-off” for excess Cu2+ (lactone and imine hydrolysis), providing the first example of a fluorescence/CD dual-modality probe for multiple species with complimentary responses. Moreover, the bond-cleavage cascade reactions also lead to the formation of D-penicillamine heavy metal ion complexes for potential detoxification treatments.

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A compact fluorescence/circular dichroism dual-modality probe for detection, differentiation, and detoxification of multiple heavy metal ions via bond-cleavage cascade reactions

Abstract

Keywords

ASJC Scopus subject areas

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