Styryl conjugated coumarin caged alcohol: efficient photorelease by either one-photon long wavelength or two-photon NIR excitation

Chunyan Bao; Guanshui Fan; Qiuning Lin; Bo Li; Shuiyu Cheng; Qi Huang; Linyong Zhu

doi:10.1021/ol203188h

Styryl conjugated coumarin caged alcohol: efficient photorelease by either one-photon long wavelength or two-photon NIR excitation

Org Lett. 2012 Jan 20;14(2):572-5. doi: 10.1021/ol203188h. Epub 2011 Dec 27.

Authors

Chunyan Bao¹, Guanshui Fan, Qiuning Lin, Bo Li, Shuiyu Cheng, Qi Huang, Linyong Zhu

Affiliation

¹ Shanghai Key Laboratory of Functional Materials Chemistry, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, PR China.

PMID: 22201546
DOI: 10.1021/ol203188h

Abstract

The synthesis and photorelease properties of a new phototrigger for alcohols are described. Compared to ester 4 caged by the reported [7-(diethylamino)coumarin-4-yl]methoxycarbonyl (DEACM) phototrigger, the caged ester 3 shows an efficient single-photon photolysis efficiency upon irradiation of long wavelength light (λ = 475 nm) and a stronger two-photon photolysis sensitivity with 800 nm laser light. Its promising properties and the efficient photorelease of adenosine make it very useful as a caging group for biological applications.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alcohols / chemistry*
Coumarins / chemistry*
Photolysis*
Photons

Substances

Alcohols
Coumarins
coumarin