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Synthesis of spin‐labeled photoaffinity derivatives of NAD + and their interaction with lactate dehydrogenase
Author(s) -
Wolf A.,
Fritzsche T.M.,
Rudy B.,
Trommer W.E.
Publication year - 1987
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(87)81345-5
Subject(s) - diazirine , nad+ kinase , chemistry , covalent bond , moiety , photoaffinity labeling , stereochemistry , lactate dehydrogenase , ring (chemistry) , ternary complex , enzyme , binding site , biochemistry , organic chemistry
The synthesis of NAD + derivatives spin‐labeled at either N 6 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.