Fluorescein Analogues as Photoremovable Protecting Groups Absorbing at 520 nm

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Authors

ŠEBEJ Peter WINTNER Jürgen MÜLLER Pavel SLANINA Tomáš AL ANSHORI Jamaludin ANGEL P. A. Lovely KLÁN Petr WIRZ Jakob

Year of publication 2013
Type Article in Periodical
Magazine / Source Journal of Organic Chemistry
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.acs.org/doi/abs/10.1021/jo301455n
Doi http://dx.doi.org/10.1021/jo301455n
Field Organic chemistry
Keywords Photochemistry; protecting groups
Description A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methyl (1), with a molar absorption coefficient epsilon of 4 x 104 m–1 cm–1 at 520 nm for the release of carboxylates or phosphates is reported. Three derivatives of 1 (diethyl phosphate, acetate, and bromide) were isolated as complexes with DDQ and shown to release the ligands with quantum yields 2.4% in aqueous solution.
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