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Synthesis and Photochemistry of a New Class of Photocleavable Protein Cross‐linking Reagents
Author(s) -
Milanesi Lilia,
Reid Gavin D.,
Beddard Godfrey S.,
Hunter Christopher A.,
Waltho Jonathan P.
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200305405
Subject(s) - chemistry , radical , photochemistry , picosecond , reagent , photodissociation , maleimide , quantum yield , femtosecond , ultrafast laser spectroscopy , solvent , yield (engineering) , laser , organic chemistry , materials science , physics , quantum mechanics , optics , metallurgy , fluorescence
A new series of photocleavable protein cross‐linking reagents based on bis(maleimide) derivatives of diaryl disulfides have been synthesised. They have been functionalised with cysteine and transient absorption spectra for the photolysis reaction have been recorded by using the pump‐probe technique with a time resolution of 100 femtoseconds. Photolysis of the disulfide bond yields the corresponding thiyl radicals in less than a picosecond. There is a significant amount of geminate recombination, but some of the radicals escape the solvent cage and the quantum yield for photocleavage is 30 % in water.