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N6005

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

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

≥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

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biological source

yeast

Quality Level

200

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

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

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

InChI key

FWBNCIFELNNJCX-UHOVGGJYSA-L

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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

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Two Different Methods of Quantification of Oxidized Nicotinamide Adenine Dinucleotide (NAD+) and Reduced Nicotinamide Adenine Dinucleotide (NADH) Intracellular Levels: Enzymatic Coupled Cycling Assay and Ultra-performance Liquid Chromatography (UPLC)-Mass Spectrometry.

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

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)

Pre-diabetes alters testicular PGC1-α/SIRT3 axis modulating mitochondrial bioenergetics and oxidative stress.

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

Moyamoya disease factor RNF213 is a giant E3 ligase with a dynein-like core and a distinct ubiquitin-transfer mechanism.

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

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+

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Global Trade Item Number

SKU	GTIN
N6005-1G	04061834117292
N6005-25G	04061833631119
N6005-5G	04061834117315

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