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ADP-ribosylation transfers an ADP-ribose group from NAD+ to a target, commonly a protein, with release of nicotinamide. It is a post-translational modification distinct from phosphorylation: the transferred chemical group is different, as are the enzymes that add or remove it. A modification can alter a target's activity or interactions without changing its encoded protein sequence. ^[ref]

The cholera toxin experiments linked NAD+-dependent modification of a membrane-associated protein to persistent activation of adenylyl cyclase. They provide a concrete example of how a covalent chemical change can amplify a cellular signal. Other ADP-ribosylation systems have different targets and outcomes, so the chemical name alone does not specify one biological response.

Nicotinamide, ${\mathrm{C}}_6{\mathrm{H}}_6{\mathrm{N}}_2\mathrm{O}$, is the amide of nicotinic acid, with a pyridine ring bearing a carboxamide group. It is one form of vitamin B3 and supplies the nicotinamide unit of nicotinamide adenine dinucleotide and nicotinamide adenine dinucleotide phosphate.^[ref]

These coenzymes connect its structure to metabolism: the nicotinamide ring participates in reversible electron transfer between oxidized and reduced forms. Incorporation into a coenzyme is different from the free nicotinamide molecule itself carrying out every associated reaction.^[ref]

Nicotinic acid, ${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{N}{\mathrm{O}}_2$, is pyridine-3-carboxylic acid: a pyridine ring bearing a carboxyl group at position 3. It is one form included under vitamin B3, and can contribute to production of the coenzymes nicotinamide adenine dinucleotide and nicotinamide adenine dinucleotide phosphate.^[ref][ref]

The related nicotinamide has a carboxamide group in place of the acid group. Their related names reflect related structures, while the different functional groups make them distinct chemical compounds. “Niacin” can be used broadly for the vitamin family, so an experiment reporting a particular chemical form should specify which molecule was used.

Vitamin B3 is the nutritional category including nicotinic acid and nicotinamide, compounds the body can use to make nicotinamide adenine dinucleotide and nicotinamide adenine dinucleotide phosphate. These coenzymes participate in metabolism, including transfer of reducing equivalents between reactions. Adequate dietary supply supports a reusable biochemical system rather than providing the bulk of the body's fuel.^[ref]

For example, an oxidized coenzyme can accept reducing equivalents in one reaction and transfer them in another. The coenzyme is regenerated during the cycle, so its importance is not measured by how much of it is burned for energy. Humans can also derive niacin equivalents from tryptophan; severe inadequacy is associated with pellagra.^[ref]