Styryl Conjugated Coumarin Caged Alcohol: Efficient Photorelease by Either One-Photon Long Wavelength or Two-Photon NIR Excitation

Styryl Conjugated Coumarin Caged Alcohol: Efficient Photorelease by Either One-Photon Long Wavelength or Two-Photon NIR Excitation

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...

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Veröffentlicht in:Organic letters 2012-01, Vol.14 (2), p.572-575
Hauptverfasser: Bao, Chunyan, Fan, Guanshui, Lin, Qiuning, Li, Bo, Cheng, Shuiyu, Huang, Qi, Zhu, Linyong
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols - chemistry
Coumarins - chemistry
Photolysis
Photons
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol203188h