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Merck
CN

V900401

β-Nicotinamide adenine dinucleotide hydrate

greener alternative

Vetec™, reagent grade, ≥96.5%

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)
UNSPSC Code:
41106305
PubChem Substance ID:
329829810
EC Number:
200-184-4
MDL number:
MFCD00036253

Key Documents

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Product Name

β-Nicotinamide adenine dinucleotide hydrate, Vetec™, reagent grade, ≥96.5%

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

grade

reagent grade

product line

Vetec™

assay

≥96.5%

form

powder

greener alternative product characteristics

Waste Prevention
Catalysis
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sustainability

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color

white to off-white

greener alternative category

DfS-Developed

storage temp.

−20°C

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Biochem/physiol Actions

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

General description

β-Nicotinamide adenine dinucleotide (NAD) is a ubiquitously found electron carrier and a cofactor. 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

This is the common form of NAD.

Packaging

Packaged by solid weight.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

11 - Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1496V
WXBD7449V
WXBD5594V
WXBD5326V
WXBD4710V

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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)
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)
Jeerus Sucharitakul et al.
The Journal of biological chemistry, 288(49), 35210-35221 (2013-10-17)
3-Hydroxybenzoate 6-hydroxylase (3HB6H) from Rhodococcus jostii RHA1 is an NADH-specific flavoprotein monooxygenase that catalyzes the para-hydroxylation of 3-hydroxybenzoate (3HB) to form 2,5-dihydroxybenzoate (2,5-DHB). Based on results from stopped-flow spectrophotometry, the reduced enzyme-3HB complex reacts with oxygen to form a C4a-peroxy
Christian Dölle et al.
The FEBS journal, 280(15), 3530-3541 (2013-04-27)
Mitochondrial metabolism is intimately connected to the universal coenzyme NAD. In addition to its role in redox reactions of energy transduction, NAD serves as substrate in regulatory reactions that lead to its degradation. Importantly, all types of the known NAD-consuming
Metabolic engineering of Escherichia coli: increase of NADH availability by overexpressing an NAD+-dependent formate dehydrogenase.
Berrios-Rivera S J, et al.
Metabolic engineering, 4(3), 217-229 (2002)
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