Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging

J-aggregation brings intriguing optical and electronic properties to molecular dyes and significantly expands their applicability across diverse domains, yet the challenge for rationally designing J-aggregating dyes persists. Herein, we developed a large number of J-aggregating dyes from scratch by...

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Main Authors: Zhang, Chaobang, Wu, Yinglong, Zeng, Fang, Wen, Yubei, Chen, Jiawei, Deng, Gaowei, Zhang, Liangliang, Zhao, Shulin, Wu, Shuizhu, Zhao, Yanli
Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
Format: Journal Article
Language:English
Published: 2024
Subjects:
Online Access:https://hdl.handle.net/10356/180896
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author Zhang, Chaobang
Wu, Yinglong
Zeng, Fang
Wen, Yubei
Chen, Jiawei
Deng, Gaowei
Zhang, Liangliang
Zhao, Shulin
Wu, Shuizhu
Zhao, Yanli
author2 School of Chemistry, Chemical Engineering and Biotechnology
author_facet School of Chemistry, Chemical Engineering and Biotechnology
Zhang, Chaobang
Wu, Yinglong
Zeng, Fang
Wen, Yubei
Chen, Jiawei
Deng, Gaowei
Zhang, Liangliang
Zhao, Shulin
Wu, Shuizhu
Zhao, Yanli
author_sort Zhang, Chaobang
collection NTU
description J-aggregation brings intriguing optical and electronic properties to molecular dyes and significantly expands their applicability across diverse domains, yet the challenge for rationally designing J-aggregating dyes persists. Herein, we developed a large number of J-aggregating dyes from scratch by progressively refining structure of a common heptamethine cyanine. J-aggregates with sharp spectral bands (full-width at half-maximum≤38 nm) are attained by introducing a branched structure featuring a benzyl and a trifluoroacetyl group at meso-position of dyes. Fine-tuning the benzyl group enables spectral regulation of J-aggregates. Analysis of single crystal data of nine dyes reveals a correlation between J-aggregation propensity and molecular arrangement within crystals. Some J-aggregates are successfully implemented in multiplexed optoacoustic and fluorescence imaging in animals. Notably, three-color multispectral optoacoustic tomography imaging with high spatiotemporal resolution is achieved, owing to the sharp and distinct absorption bands of the J-aggregates.
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spelling ntu-10356/1808962024-11-04T01:36:00Z Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging Zhang, Chaobang Wu, Yinglong Zeng, Fang Wen, Yubei Chen, Jiawei Deng, Gaowei Zhang, Liangliang Zhao, Shulin Wu, Shuizhu Zhao, Yanli School of Chemistry, Chemical Engineering and Biotechnology Chemistry Cyanines Multiplexed optical imaging J-aggregation brings intriguing optical and electronic properties to molecular dyes and significantly expands their applicability across diverse domains, yet the challenge for rationally designing J-aggregating dyes persists. Herein, we developed a large number of J-aggregating dyes from scratch by progressively refining structure of a common heptamethine cyanine. J-aggregates with sharp spectral bands (full-width at half-maximum≤38 nm) are attained by introducing a branched structure featuring a benzyl and a trifluoroacetyl group at meso-position of dyes. Fine-tuning the benzyl group enables spectral regulation of J-aggregates. Analysis of single crystal data of nine dyes reveals a correlation between J-aggregation propensity and molecular arrangement within crystals. Some J-aggregates are successfully implemented in multiplexed optoacoustic and fluorescence imaging in animals. Notably, three-color multispectral optoacoustic tomography imaging with high spatiotemporal resolution is achieved, owing to the sharp and distinct absorption bands of the J-aggregates. National Research Foundation (NRF) This work was supported by the National Natural Science Foundation of China (22274057, 52373209 and 21788102), the Fund of Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates (2023B1212060003), and the National Research Foundation Singapore under Its Competitive Research Programme (NRF-CRP26-2021-0002). 2024-11-04T01:36:00Z 2024-11-04T01:36:00Z 2024 Journal Article Zhang, C., Wu, Y., Zeng, F., Wen, Y., Chen, J., Deng, G., Zhang, L., Zhao, S., Wu, S. & Zhao, Y. (2024). Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging. Angewandte Chemie International Edition, 63(34), e202406694-. https://dx.doi.org/10.1002/anie.202406694 1433-7851 https://hdl.handle.net/10356/180896 10.1002/anie.202406694 38853141 2-s2.0-85198525281 34 63 e202406694 en NRF-CRP26-2021-0002 Angewandte Chemie International Edition © 2024 Wiley-VCH GmbH. All rights reserved.
spellingShingle Chemistry
Cyanines
Multiplexed optical imaging
Zhang, Chaobang
Wu, Yinglong
Zeng, Fang
Wen, Yubei
Chen, Jiawei
Deng, Gaowei
Zhang, Liangliang
Zhao, Shulin
Wu, Shuizhu
Zhao, Yanli
Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title_full Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title_fullStr Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title_full_unstemmed Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title_short Structurally modulated formation of cyanine J-aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
title_sort structurally modulated formation of cyanine j aggregates with sharp and tunable spectra for multiplexed optoacoustic and fluorescence bioimaging
topic Chemistry
Cyanines
Multiplexed optical imaging
url https://hdl.handle.net/10356/180896
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