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Merck

N6005

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

≥94% (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:
329818659
UNSPSC Code:
41106305
MDL number:
MFCD03791273
Form:
powder
Assay:
≥94% (HPLC), ≥94% (spectrophotometric assay)
Solubility:
10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, slightly yellow to deep greenish-yellow
Biological source:
yeast

Key Documents

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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

InChI key

FWBNCIFELNNJCX-UHOVGGJYSA-L

biological source

yeast

assay

≥94% (HPLC), ≥94% (spectrophotometric assay)

form

powder

solubility

10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, slightly yellow to deep greenish-yellow

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

N6005-VAR: + N6005-BULK: + N6005-5G:4548174008270 + N6005-25G:4548174008263 + N6005-1G:4548174008256

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Certificates of Analysis (COA)

Lot/Batch Number
0000504585
0000504585
0000469087
0000469091
0000469090

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Cytochemical localization of H2O2 in biological tissues.
E Ann Ellis et al.
Methods in molecular biology (Clifton, N.J.), 196, 3-12 (2002-08-03)
Karina S Kanamori et al.
Bio-protocol, 8(14) (2018-08-14)
Current studies on the age-related development of metabolic dysfunction and frailty are each day in more evidence. It is known, as aging progresses, nicotinamide adenine dinucleotide (NAD+) levels decrease in an expected physiological process. Recent studies have shown that a
Luís Rato et al.
Biochimica et biophysica acta, 1837(3), 335-344 (2013-12-24)
Pre-diabetes, a risk factor for type 2 diabetes development, leads to metabolic changes at testicular level. Peroxisome proliferator-activated receptor γ coactivator 1 α (PGC-1α) and Sirtuin 3 (Sirt3) are pivotal in mitochondrial function. We hypothesized that pre-diabetes disrupts testicular PGC-1α/Sirt3
Juraj Ahel et al.
eLife, 9 (2020-06-24)
RNF213 is the major susceptibility factor for Moyamoya disease, a progressive cerebrovascular disorder that often leads to brain stroke in adults and children. Characterization of disease-associated mutations has been complicated by the enormous size of RNF213. Here, we present the
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
View All Related Papers

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