Synthesis of spin-labeled photoaffinity derivatives of NAD+ and their interaction with lactate dehydrogenase |
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Authors: | A Wolf T M Fritzsche B Rudy W E Trommer |
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Institution: | Fachbereich Chemie der Universität Kaiserslautern, D-6750 Kaiserslautern, FRG |
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Abstract: | The synthesis of NAD+ derivatives spin-labeled at either N6 or C8 of the adenine ring is described, in which the carboxamide function of the nicotinamide moiety is replaced by a diazirine ring. Irradiation of these compounds at 350 nm generates a carbene which will react with any functional group in its vicinity including hydrocarbons. Both NAD+ derivatives form tight ternary complexes with lactate dehydrogenase and were covalently incorporated into this enzyme. They may be employed for ESR studies when non-covalent interactions are too weak for motionally restricted species to be observed. |
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