N8129

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

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

≥97% (HPLC)

Synonym(s):

β-DPNH, β-NADH, DPNH, Diphosphopyridine nucleotide, reduced form, NADH

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇N₇Na₂O₁₄P₂ · xH₂O

CAS Number:

606-68-8

Molecular Weight:

709.40 (anhydrous basis)

NACRES:

NA.51

PubChem Substance ID:

329818676

UNSPSC Code:

41106305

EC Number:

210-123-3

MDL number:

MFCD03791273

Product Name

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate, ≥97% (HPLC)

InChI key

FWBNCIFELNNJCX-UHOVGGJYSA-L

InChI

1S/C21H29N7O14P2.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;;/m1.../s1

SMILES string

O.[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

biological source

yeast

assay

≥97% (HPLC)
≥97% (spectrophotometric assay)

form

powder

Quality Level

300

mol wt

709.40 g/mol

color

white to light yellow

solubility

water: 712 g/L at 22.5 °C
10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, faintly yellow to greenish-yellow

density

1.995 g/cm³ at 20 °C

storage temp.

−20°C

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Related Categories

Biochemicals

Nucleosides and Nucleotides

Chemistry & Biochemicals

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).

As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.

Biochem/physiol Actions

NADH is a coenzyme that functions as a regenerating electron donor in catabolic processes including glycolysis, β-oxidation and the citric acid cycle (Krebs cycle, TCA cycle). It participates in cell signaling events as well, for example as a substrate for the poly (ADP-ribose) polymerases (PARPs) during the DNA damage response. The NAD⁺/NADH dependent sirtuins play key roles in stress responses during events involving energy metabolism, with implications in cancer biology, diabetes and neurodegenerative disease.
As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.

Packaging

Packaged by solid weight.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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