Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2020 Nov 18

PMID 33203096

Citations 5

Authors

Jiahui Ma

Alexander Ripp

Daniel Wassy

Tobias Durr

Danye Qiu

Markus Haner

Thomas Haas

Christoph Popp

Dominik Bezold

Sabine Richert

Birgit Esser

Henning J Jessen

Affiliations

Soon will be listed here.

Abstract

Photocages have been successfully applied in cellular signaling studies for the controlled release of metabolites with high spatio-temporal resolution. Commonly, coumarin photocages are activated by UV light and the quantum yields of uncaging are relatively low, which can limit their applications in vivo. Here, syntheses, the determination of the photophysical properties, and quantum chemical calculations of 7-diethylamino-4-hydroxymethyl-thiocoumarin (thio-DEACM) and caged adenine nucleotides are reported and compared to the widely used 7-diethylamino-4-hydroxymethyl-coumarin (DEACM) caging group. In this comparison, thio-DEACM stands out as a phosphate cage with improved photophysical properties, such as red-shifted absorption and significantly faster photolysis kinetics.

Citing Articles

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