N1636

β-Nicotinamide adenine dinucleotide hydrate

Name: β-Nicotinamide adenine dinucleotide hydrate
Brand: SIAL

purified by column chromatography, ≥99%

Synonym(s):

β-DPN, β-NAD, Coenzyme 1, Cozymase, DPN, Diphosphopyridine nucleotide, NAD, Nadide

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇N₇O₁₄P₂ · xH₂O

CAS Number:

53-84-9

Molecular Weight:

663.43 (anhydrous basis)

PubChem Substance ID:

24897510

eCl@ss:

39200202

UNSPSC Code:

41106305

NACRES:

NA.55

EC Number:

200-184-4

MDL number:

MFCD00036253

Product Name

β-Nicotinamide adenine dinucleotide hydrate, purified by column chromatography, ≥99%

InChI key

BAWFJGJZGIEFAR-NNYOXOHSSA-N

InChI

1S/C21H27N7O14P2/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/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

SMILES string

NC1=NC=NC2=C1N=CN2.O[C@@H]3[C@@H](COP(O)(OP(OC[C@@H](O4)[C@@H](O)[C@@H](O)[C@H]4[N+]5=CC=CC(C(N)=O)=C5)([O-])=O)=O)OC[C@@H]3O

assay

≥99%

form

crystalline powder

color

white

storage temp.

−20°C

Quality Level

200

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Related Categories

Biochemicals

Coenzymes

Proteins & Enzymes

Application

β-Nicotinamide adenine dinucleotide hydrate has been used:

to measure adenosine triphosphate (ATP) synthesis rates (kinetics measurements)
in the reaction buffer for pyruvate kinase (PK) activity assay
as a component of master mix for a high throughput screening

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (NAD) cycles between the oxidized (NAD⁺⁾ and reduced (NADH) forms to maintain a redox balance necessary for continued cell growth. It significantly participates in enzyme-catalyzed oxido-reduction processes and many genetic processes. It is also involved in microbial catabolism.

Electron acceptor

General description

β-Nicotinamide adenine dinucleotide (NAD) is an electron carrier and a cofactor. It is ubiquitously found in the living system. NAD⁺ contains an adenylic acid and a nicotinamide-5′-ribonucleotide group linked together by a pyrophosphate moiety. In NAD⁺ complexes, the enzyme-cofactor interactions are highly conserved.

Other Notes

Crystalline NAD contains less than 0.1% (w/w) residual organic solvent, is less hygroscopic and electrostatic, and is more stable at ambient temperatures than amorphous NAD.

This is the common form of NAD.

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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Identification and characterization of novel sirtuin inhibitor scaffolds

Sanders BD, et al.

Bioorganic & Medicinal Chemistry, 17(19), 7031-7041 (2009)

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Test, 542(15), 91-114 (2014)

Isolation of Tomato Fruit Chromoplasts and Determination of ATP Levels

Hernandez GF, et al.

Bio-protocol, 4(15), e1192-e1192 (2014)

Experimental and theoretical electron density studies in large molecules: NAD+, beta-nicotinamide adenine dinucleotide

Guillot B, et al.

The Journal of Physical Chemistry B, 107(34), 9109-9121 (2003)

A Mechanism of Adsorption of beta-Nicotinamide Adenine Dinucleotide on Graphene Sheets: Experiment and Theory

Pumera M, et al.

Chemistry (Weinheim An Der Bergstrasse, Germany), 15(41), 10851-10856 (2009)

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