N6785

β-Nicotinamide adenine dinucleotide, reduced disodium salt

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

~98%, pkg of 10 mg (per vial)

Synonym(s):

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

Select a Size

All Photos(1)

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:

24897793

EC Number:

210-123-3

Beilstein/REAXYS Number:

5230241

MDL number:

MFCD00036200

Product Name

β-Nicotinamide adenine dinucleotide, reduced disodium salt, ~98%, pkg of 10 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 10 mg (per vial)

solubility

10 mM NaOH: soluble-1 mg/mL, clear, colorless

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

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.

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000446436

0000398895

0000318879

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Expression of SUMO enzymes is fiber type dependent in skeletal muscles and is dysregulated in muscle disuse.

Arvind Venkat Namuduri et al.

FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(2), 2269-2286 (2020-01-08)

SUMOylation is a dynamic, reversible, enzymatic drug-targetable post-translational modification (PTM) reaction where the Small Ubiquitin-like Modifier (SUMO) moieties are attached to proteins. This reaction regulates various biological functions like cell growth, differentiation, and it is crucial for maintaining organ homeostasis.

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

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

"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+

View All Related Papers