Synthesis of spin‐labeled photoaffinity derivatives of NAD+ and their interaction with lactate dehydrogenase

FEBS Letters

Rudy, B.¹  Wolf, A.¹  Trommer, W.E.¹  Fritzsche, T.M.¹ 

[1] Fachbereich Chemie der Universität Kaiserslautern, D-6750 Kaiserslautern, FRG

关键词: Lactate dehydrogenase;    Photoaffinity labeling;    NAD;    Diazirinopyridine;    Spin labeling;    DAD+;    3-(3-H-diazirin-3-yl)pyridine adenine dinucleotide;    N6-SL preceding NAD+ or DAD+ refers to their N 6-(2;    2;    6;    6-tetramethylpiperidin-4-yl-1-oxyl) derivatives;    C8-SL preceding NAD+ or DAD+ refers to their 8-(2;    2;    6;    6-tetramethylpiperidin-4-yl-1-oxyl)amino derivatives;    HPLC;    high-performance liquid chromatography;   

DOI  :  10.1016/0014-5793(87)81345-5

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

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.

【 授权许可】

Unknown