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ARYL AZIDES AS PHOTOAFFINITY LABELS. A PHOTOCHEMICAL STUDY OF SOME 4‐SUBSTITUTED ARYL AZIDES
Author(s) -
Nielsen Peter E.,
Buchardt Ole
Publication year - 1982
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1982.tb02568.x
Subject(s) - chemistry , aryl , photochemistry , photoaffinity labeling , flash photolysis , singlet oxygen , reactive intermediate , singlet state , photodissociation , irradiation , combinatorial chemistry , oxygen , kinetics , organic chemistry , catalysis , binding site , excited state , biochemistry , alkyl , physics , quantum mechanics , nuclear physics , reaction rate constant
— The photochemistry of a series of aryl azides used in, or closely related to some of those used in photoaffinity labeling studies, has been investigated by flash photolysis, continuous irradiation and low‐temperature irradiation with IR and UV spectroscopic analysis. Results indicate that labeling preferentially takes place via singlet species. The reactive intermediates appear to be cycloazaheptatetraenes and/or the corresponding benzazirines. The reactive intermediates have τ ½ of the order of milliseconds or shorter and oxygen may act as a quencher, thereby interfering with the affinity labeling.