Concepedia

Bhc-diol as a Photolabile Protecting Group for Aldehydes and Ketones

Min Lü, Olesya D. Fedoryak, Brent R. Moister, Timothy M. Dore

Organic Letters · 2003 · 104 citations · 9 references

DOI

Concepts

Abstract

[reaction: see text] 6-Bromo-4-(1,2-dihydroxyethyl)-7-hydroxycoumarin (Bhc-diol) can be used under simulated physiological conditions as a photoremovable protecting group for aldehydes and ketones. The single- and two-photon-induced release of benzaldehyde, piperonal, acetophenone, and cyclohexanone is demonstrated.

References

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M Matsuzaki, Graham C. R. Ellis‐Davies, Tomomi Nemoto et al. · Nature Neuroscience · 2001 · 1.6K citations

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Brominated 7-hydroxycoumarin-4-ylmethyls: Photolabile protecting groups with biologically useful cross-sections for two photon photolysis

Toshiaki Furuta, Samuel S.‐H. Wang, Jami L. Dantzker et al. · Proceedings of the National Academy of Sciences · 1999 · 632 citations · Full text

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Photo-mediated gene activation using caged RNA/DNA in zebrafish embryos

Hideki Ando, Toshiaki Furuta, Roger Y. Tsien et al. · Nature Genetics · 2001 · 373 citations

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Deactivation Behavior and Excited-State Properties of (Coumarin-4-yl)methyl Derivatives. 1. Photocleavage of (7-Methoxycoumarin-4-yl)methyl-Caged Acids with Fluorescence Enhancement

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Brominated Hydroxyquinoline as a Photolabile Protecting Group with Sensitivity to Multiphoton Excitation

Olesya D. Fedoryak, Timothy M. Dore · Organic Letters · 2002 · 126 citations

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