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Merck

N1636

β-Nicotinamide adenine dinucleotide hydrate

greener alternative

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

Key Documents

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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

Quality Level

200

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Catalysis
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color

white

greener alternative category

DfS-Developed

storage temp.

−20°C

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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.
We are committed to bringing you Greener Alternative Products that adhere to one or more of the 12 Principles of Green Chemistry. Beta-Nicotinamide adenine dinucleotide is a bio-derived redox cofactor that works together with enzymes as part of a biocatalyst system. It can be efficiently recycled in many reactions, enabling selective oxidations while reducing waste and supporting greener, more sustainable chemical processes. Click here for more information.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000523332
0000523331
0000523331
0000523332
0000503977

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Techniques to monitor glycolysis
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)
Identification and characterization of novel sirtuin inhibitor scaffolds
Sanders BD, et al.
Bioorganic & Medicinal Chemistry, 17(19), 7031-7041 (2009)
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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