N9410

β-Nicotinamide adenine dinucleotide, reduced disodium salt

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

~98%, pkg of 5 mg (per vial)

Synonym(s):

β-DPNH, β-NADH, Coenzyme I reduced disodium salt, Diphosphopyridine nucleotide reduced disodium salt

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇N₇Na₂O₁₄P₂

CAS Number:

606-68-8

Molecular Weight:

709.40

UNSPSC Code:

41106305

NACRES:

NA.51

PubChem Substance ID:

24897900

EC Number:

210-123-3

Beilstein/REAXYS Number:

5230241

MDL number:

MFCD00036200

Product Name

β-Nicotinamide adenine dinucleotide, reduced disodium salt, ~98%, pkg of 5 mg (per vial)

InChI key

QRGNQKGQENGQSE-QUWMEQBESA-L

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

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

assay

~98%

form

powder

packaging

pkg of 5 mg (per vial)

Quality Level

200

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Related Categories

Biochemicals

Nucleosides and Nucleotides

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).

Biochem/physiol Actions

Electron donor

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.

Preparation Note

Solutions should be prepared fresh and used promptly.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Review: NAD +: a modulator of immune functions.

Andreas Grahnert et al.

Innate immunity, 17(2), 212-233 (2010-04-15)

Latterly, nicotinamide adenine dinucleotide (NAD+) has emerged as a molecule with versatile functions and of enormous impact on the maintenance of cell integrity. Besides playing key roles in almost all major aspects of energy metabolism, there is mounting evidence that

ADP-ribosylation of histones by ARTD1: an additional module of the histone code?

Michael O Hottiger

FEBS letters, 585(11), 1595-1599 (2011-03-23)

ADP-ribosylation is a covalent post-translational protein modification catalyzed by ADP-ribosyltransferases and is involved in important processes such as cell cycle regulation, DNA damage response, replication or transcription. Histones are ADP-ribosylated by ADP-ribosyltransferase diphtheria toxin-like 1 at specific amino acid residues

"Clocks" in the NAD World: NAD as a metabolic oscillator for the regulation of metabolism and aging.

Shin-Ichiro Imai

Biochimica et biophysica acta, 1804(8), 1584-1590 (2009-11-10)

SIR2 (silent information regulator 2) proteins, now called "sirtuins," are an evolutionarily conserved family of NAD-dependent protein deacetylases/ADP-ribosyltransferases. Sirtuins have recently attracted major attention in the field of aging research, and it has been demonstrated that SIR2 and its orthologs

NAD+ and NADH in cellular functions and cell death.

Weihai Ying

Frontiers in bioscience : a journal and virtual library, 11, 3129-3148 (2006-05-25)

Increasing evidence has indicated that NAD+ and NADH play critical roles not only in energy metabolism, but also in cell death and various cellular functions including regulation of calcium homeostasis and gene expression. It has also been indicated that NAD+

Are retinoids potential therapeutic agents in disorders of social cognition including autism?

Richard P Ebstein et al.

FEBS letters, 585(11), 1529-1536 (2011-05-12)

Increasing evidence suggests that the nonapeptide, oxytocin (OT), helps shape social and affiliative behaviors not only in lower mammals but also in humans. Recently, an essential mediator of brain OT release has been discovered, ADP-ribosyl cyclase and/or CD38. We have

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