N6660

β-Nicotinamide adenine dinucleotide, reduced disodium salt

~98%, pkg of 0.2 mg (per vial)

• Synonym(s): β-DPNH, β-NADH, Coenzyme I reduced disodium salt, Diphosphopyridine nucleotide reduced disodium salt
• Empirical Formula (Hill Notation): C₂₁H₂₇N₇Na₂O₁₄P₂
• CAS Number: 606-68-8
• Molecular Weight: 709.40
• Beilstein/REAXYS Number: 5230241
• EC Number: 210-123-3
• MDL number: MFCD00036200
• UNSPSC Code: 41106305
• PubChem Substance ID: 24897788
• NACRES: NA.51

Properties

• assay: ~98%
• Quality Level: 200
• form: powder
• packaging: pkg of 0.2 mg (per vial)
• SMILES string: [Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@H]2O[C@@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@H](O)[C@@H]2O
• InChI: 1S/C21H29N7O14P2.2Na/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33;;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;/q;2*+1/p-2/t10-,11+,13-,14+,15-,16+,20-,21+;;/m0../s1
• InChI key: QRGNQKGQENGQSE-QUWMEQBESA-L

Description

General description

β-Nicotinamide adenine dinucleotide (β-NAD) regulates energy metabolism and immunity. It is a cofactor for mitochondrial deacetylase sirtuin-3 enzyme and modulates inflammasome assembly. β-NAD supresses interleukin-1β levels in monocytic cells in inflammatory syndromes.[1] β-NAD released by neurosecretory cells is a potential neurotransmitter.[2] β-NAD is a vascular mediator in lung endothelial cells and may play a protective role against cytokine mediated inflammation.[3]

Application

β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

β-Nicotinamide adenine dinucleotide, reduced disodium salt has been used:

• for the standard curve generation in neurotoxity assay of cortical neurons[4]
• in triosephosphate isomerase assay in jurkat JE6-1 cells[5]
• in lactate dehydrogenase assay[6]

Biochem/physiol Actions

Electron donor

Reconstitution

Solutions should be prepared fresh and used promptly.

Other Notes

Packaged based on NADH content as determined by UV-Vis.

This is the common form of NADH; do not confuse with α-NADH.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type N95 (US)