carba-nicotinamide-adenine-dinucleotide

Carba-nicotinamide adenine dinucleotide (carba-NAD) is a synthetic analog of nicotinamide adenine dinucleotide (NAD+), designed to mimic the structure and function of NAD+ but with improved hydrolytic stability. The modification involves replacing the ribose ring in the nicotinamide moiety with a carbocyclic ring. This makes carba-NAD more resistant to enzymatic hydrolysis by NAD+-consuming enzymes such as adenosine diphosphate ribosyl transferases and NAD glycohydrolases. It acts as a substrate for some NAD+-handling enzymes like alcohol dehydrogenases and can inhibit certain ART enzymes and sirtuins (e.g., Sirt3/5). Carba-NAD is primarily used as a research tool in biochemical studies—especially for protein crystallization or enzyme assays requiring stable NAD+ mimics—and is not approved for therapeutic use[9][2][10].

Other names

carbanicotinamide adenine dinucleotideCarba-NAD+Adenosine 5'-(trihydrogen diphosphate), 5'-((4-(3-(aminocarbonyl)pyridinio)-2,3-dihydroxycyclopentyl)methyl) ester, hydroxide, inner salt, (1R-(1alpha,2beta,3beta,4alpha))[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl][(1R,2R,3S,4R)-4-(3-carbamoylpyridin‑1‑ium‑1‑yl)‑2,3‑dihydroxycyclopentyl]methyl phosphate