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Preparation and characterization of 3-azido-2,7-naphthalene disulfonate: A photolabile fluorescent precursor useful as a hydrophilic surface probe

✍ Scribed by Robert B. Moreland; Michael E. Dockter


Publisher
Elsevier Science
Year
1980
Tongue
English
Weight
800 KB
Volume
103
Category
Article
ISSN
0003-2697

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✦ Synopsis


The synthesis of the nitrene precursor 3-azido-2,7-naphthalene disulfonate (ANDS) is described. Upon exposure to ultraviolet light, the non-fluorescent azide photodecomposes into a reactive nitrene intermediate which can react with neighboring molecules to form fluorescent products. The reaction can be conveniently monitored by the development of fluorescence. The purity of the azide was determined by ion-paired, reverse-phase high performance liquid chromatography. Extinction coefficients, emission spectra, as well as nanosecond fluorescent lifetimes, where applicable, have been determined for the starting material, light-activated azide, and protein-bound reaction products. The use of 3-azido-2,7naphthalene disulfonate as a hydrophilic surface probe of proteins and membrane structure is discussed.