Name: β-Nicotinamide adenine dinucleotide, reduced disodium salt
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇N₇Na₂O₁₄P₂

CAS Number:

606-68-8

Molecular Weight:

709.40

Beilstein:

5230241

EC Number:

210-123-3

MDL number:

MFCD00036200

UNSPSC Code:

41106305

PubChem Substance ID:

24897788

NACRES:

NA.51

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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

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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. β-NAD released by neurosecretory cells is a potential neurotransmitter. β-NAD is a vascular mediator in lung endothelial cells and may play a protective role against cytokine mediated inflammation.

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
in triosephosphate isomerase assay in jurkat JE6-1 cells
in lactate dehydrogenase assay

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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