NIR-II emissive donor–acceptor–donor fluorophores for dual fluorescence bioimaging and photothermal therapy applications

Sparks, Nicholas E.; Smith, Cameron; Stahl, Terrence; Amarasekara, Dhanush L.; Hamadani, Christine; Lambert, Ethan; Tang, Sheng Wei; Kulkarni, Anuja; Derbigny, Blaine M.; Dasanayake, Gaya S; Taylor, George; Ghazala, Maryam; Hammer, Nathan I.; Sokolov, Alexander Y.; Fitzkee, Nicholas C.; Tanner, Eden E. L.; Watkins, Davita L.

doi:10.1039/d3tc04747d

Cited by 2 publications

(1 citation statement)

References 91 publications

(136 reference statements)

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“…Further validation of our proposed molecular descriptors was performed based on 50 non-MAP NIR-II dyes reported by other groups. − ,− These non-MAP NIR-II dyes could be classified into five types, including 14 BBT dyes, ,,,− ,,− 10 BODIPY dyes, ,− 12 xanthene dyes, ,− 12 polymethine dyes, ,,,, and 2 tetra-benzannulated xanthene dyes; , these basically covered most of the NIR-II dyes reported in previous works (Table S7). The absorption/emission wavelengths in the experiments and the corresponding values of the calculated Δ E gs and μ gs for these NIR-II dyes are summarized in Table S7.…”

Section: Resultsmentioning

confidence: 78%

Two Key Descriptors for Designing Second Near-Infrared Dyes and Experimental Validation

Zeng,

Qu,

et al. 2024

J. Am. Chem. Soc.

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Second near-infrared (NIR-II) optical imaging technology has emerged as a powerful tool for diagnostic and image-guided surgery due to its higher imaging contrast. However, a general strategy for efficiently designing NIR-II organic molecules is still lacking, because NIR-II dyes are usually difficult to synthesize, which has impeded the rapid development of NIR-II bioprobes. Herein, based on the theoretical calculations on 62 multiaryl-pyrrole (MAP) systems with spectra ranging from the visible to the NIR-II region, a continuous red shift of the spectra toward the NIR-II region could be achieved by adjusting the type and site of substituents on the MAPs. Two descriptors (ΔE gs and μ gs ) were identified as exhibiting strong correlations with the maximum absorption/ emission wavelengths, and the descriptors could be used to predict the emission spectrum in the NIR-II region only if ΔE gs ≤ 2.5 eV and μ gs ≤ 22.55 D. The experimental absorption and emission spectra of ten MAPs fully confirmed the theoretical predictions, and biological imaging in vivo of newly designed MAP23-BBT showed high spatial resolution in the NIR-II region in deep tissue angiography. More importantly, both descriptors of ΔE gs and μ gs have shown general applicability to most of the reported donor−acceptor−donor-type non-MAP NIR-II dyes. These results have broad implications for the efficient design of NIR-II dyes.

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Section: Resultsmentioning

confidence: 78%

Two Key Descriptors for Designing Second Near-Infrared Dyes and Experimental Validation

Zeng,

Qu,

et al. 2024

J. Am. Chem. Soc.

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Red-emitting ionic fluorophores: anion-dependent tunable fluorescence, chlorinated solvent sensing, white light emission and latent fingerprinting

Ravi,

Karthikeyan,

Mohitkar

et al. 2024

J. Mater. Chem. C

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NIR-II emissive donor–acceptor–donor fluorophores for dual fluorescence bioimaging and photothermal therapy applications

Abstract: Fluorescence bioimaging with near-infrared II (NIR-II) emissive organic fluorophores has proven to be a viable noninvasive diagnostic technique. However, there is still the need for the development of fluorophores that...

Cited by 2 publications

References 91 publications

Two Key Descriptors for Designing Second Near-Infrared Dyes and Experimental Validation

Two Key Descriptors for Designing Second Near-Infrared Dyes and Experimental Validation

Red-emitting ionic fluorophores: anion-dependent tunable fluorescence, chlorinated solvent sensing, white light emission and latent fingerprinting

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