Two new photoactivable heterobifunctional reagents, l-azido-5-naphthalene sulfonyl chloride (ANS-C1) and the N-hydroxysuccinimide ester of l-azido-5-naphthalene sulfonyl aminopropionate (NHS-ANS-AP), were synthesized and characterized. The reagents were applicable to the group-directed modification of ligands. Upon exposure to ultraviolet light, the non-fluorescent modified ligands generated reactive nitrene intermediates which could react with neighboring molecules to form fluorescent products. This was demonstrated by the covalent modification of bovine serum albumin with ANS-AP by photolysis. NHS-ANS-AP was used for the preparation of a photore-active invertebrate lectin. Abbreviations: ANS-C1, l-azido-5-naphthalene sulfonyl chloride; NHS-ANS-AP, the N-hydroxysuccinimide ester of l-azido-5-naphthalene sulfonyl aminopropionate; BSA, bovine serum albumin; BRA, Megabalanus rosa lectin; SDS, sodium dodecyl sulfate.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Agricultural and Biological Sciences(all)