75501-86-9Relevant articles and documents
Properties of Nicotinamide-Adenine Dinucleotide Analogues with Modified Nonfunctional Adenosine
Vutz, Herbert,Koob, Rainer,Jeck, Reinhard,Woenckhaus, Christoph
, p. 1259 - 1270 (2007/10/02)
The preparation of NAD-analogues 4 and 4a is described in which the adenosine part is replaced by 4-acetylanilinoalkyl residues.The compounds act as hydrogen acceptors (the reduced forms as hydrogen donators) when tested against dehydrogenases.Bromination forms 4-bromoacetyl-2,6-dibromoanilinoalkyl residues 5 and 5a.The analogues inactivate dehydrogenases by forming covalent enzyme-coenzyme compounds.The reactive bromoacetyl residue allows a covalent fixation with nucleophilic residues of insoluble materials too. - The condensation of 3-(4-acetylanilino)propyl hydrogen phosphate anion (2a) with AMP results in the nucleotide anhydride 6 which strongly inhibits enzymatic NAD+ or NADH dependent reactions.