Cyanine Photocages Enable Spatial Control of Inducible Cre-Mediated Recombination

Chembiochem : a European Journal of Chemical Biology
Alexander P GorkaMartin J Schnermann

Abstract

Optical control over protein expression could provide a means to interrogate a range of biological processes. One approach has employed caged ligands of the estrogen receptor (ER) in combination with broadly used ligand-dependent Cre recombinase proteins. Existing approaches use UV or blue wavelengths, which hinders their application in tissue settings. Additionally, issues of payload diffusion can impede fine spatial control over the recombination process. Here, we detail the chemical optimization of a near-infrared (NIR) light-activated variant of the ER antagonist cyclofen. These studies resulted in modification of both the caging group and payload with lipophilic n-butyl esters. The appendage of esters to the cyanine cage improved cellular uptake and retention. The installation of a 4-piperidyl ester enabled high spatial resolution of the light-initiated Cre-mediated recombination event. These studies described chemical modifications with potential general utility for improving spatial control of intracellular caging strategies. Additionally, these efforts will enable future applications to use these molecules in complex physiological settings.

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Citations

Feb 1, 2019·Photochemistry and Photobiology·Tsuyoshi YamamotoMartin J Schnermann
Jul 14, 2020·Biochemical Society Transactions·Denis HartmannMichael J Booth
May 28, 2019·Current Opinion in Structural Biology·Anirban Bardhan, Alexander Deiters
Aug 17, 2020·Cell Chemical Biology·Anna C Love, Jennifer A Prescher
Apr 20, 2021·Chemical Communications : Chem Comm·Stuart T CaldwellRichard C Hartley
Jun 12, 2021·Chemistry : a European Journal·Youwei XuJin Geng
Jun 15, 2019·Bioconjugate Chemistry·Oleksii ZozuliaAndriy Mokhir
Nov 13, 2018·Accounts of Chemical Research·Alexander P GorkaMartin J Schnermann
Oct 31, 2020·Chemical Reviews·Roy WeinstainPetr Klán
Oct 12, 2021·Organic & Biomolecular Chemistry·Chenghong ZhuYan Zhang
Nov 10, 2021·Chembiochem : a European Journal of Chemical Biology·Fabian HogenkampJörg Pietruszka

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