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Merck
CN

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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Quality Level

200

assay

≥99%

form

crystalline powder

greener alternative product characteristics

Waste Prevention
Catalysis
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color

white

greener alternative category

DfS-Developed

storage temp.

−20°C

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

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

InChI key

BAWFJGJZGIEFAR-NNYOXOHSSA-N

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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.

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

Packaging

Packaged by solid weight.

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.

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
0000547646
0000547647
0000547646
0000547647
0000523332

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Techniques to monitor glycolysis
Test, 542(15), 91-114 (2014)
Identification and characterization of novel sirtuin inhibitor scaffolds
Sanders BD, et al.
Bioorganic & Medicinal Chemistry, 17(19), 7031-7041 (2009)
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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Global Trade Item Number

SKUGTIN
N1636-1G04061834109624
N1636-100MG04061834109617
N1636-250MG04061834109631
N1636-25MG04061834109648

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