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Light in a Heartbeat: Bond Scission by a Single Photon above 800 nm

Russo, Marina; Janeková, Hana; Meier, Debora; Generali, Melanie; Štacko, Peter (2024). Light in a Heartbeat: Bond Scission by a Single Photon above 800 nm. Journal of the American Chemical Society, 146(12):8417-8424.

Abstract

Photocages enable scientists to take full control over the activity of molecules using light as a biocompatible stimulus. Their emerging applications in photoactivated therapies call for efficient uncaging in the near-infrared (NIR) window, which represents a fundamental challenge. Here, we report synthetically accessible cyanine photocages that liberate alcohol, phenol, amine, and thiol payloads upon irradiation with NIR light up to 820 nm in aqueous media. The photocages display a unique chameleon-like behavior and operate via two distinct uncaging mechanisms: photooxidation and heterolytic bond cleavage. The latter process constitutes the first example of a direct bond scission by a single photon ever observed in cyanine dyes or at wavelengths exceeding 800 nm. Modulation of the beating rates of human cardiomyocytes that we achieved by light-actuated release of adrenergic agonist etilefrine at submicromolar concentrations and low NIR light doses (∼12 J cm$^{-2}$) highlights the potential of these photocages in biology and medicine.

Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:04 Faculty of Medicine > Institute for Regenerative Medicine (IREM)
Dewey Decimal Classification:610 Medicine & health
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > General Chemistry
Life Sciences > Biochemistry
Physical Sciences > Colloid and Surface Chemistry
Language:English
Date:27 March 2024
Deposited On:27 Jan 2025 21:14
Last Modified:31 May 2025 01:39
Publisher:American Chemical Society (ACS)
ISSN:0002-7863
OA Status:Hybrid
Free access at:Publisher DOI. An embargo period may apply.
Publisher DOI:https://doi.org/10.1021/jacs.3c14197
PubMed ID:38499198
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  • Licence: Creative Commons: Attribution 4.0 International (CC BY 4.0)

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