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Merck
CN

N7381

β-Nicotinamide adenine dinucleotide hydrate

greener alternative

Grade AA-1

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
eCl@ss:
39200202
PubChem Substance ID:
24897823
NACRES:
NA.55
MDL number:
MFCD00036253

Key Documents

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Product Name

β-Nicotinamide adenine dinucleotide hydrate, Grade AA-1

Quality Level

200

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

biological source

yeast

type

Grade AA-1

form

powder

IVD

not for in vitro diagnostic use

greener alternative product characteristics

Waste Prevention
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

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color

white to off-white

greener alternative category

DfS-Developed

storage temp.

−20°C

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General description

β-Nicotinamide adenine dinucleotide (β-NAD) is a ubiquitous biomolecule containing 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.

Application

β-Nicotinamide adenine dinucleotide hydrate has been used as a supplement in chocolate agar plates for Haemophilus influenzae growth.

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (β-NAD) is an electron carrier and a cofactor, significantly involved in enzyme-catalyzed oxido-reduction processes and many genetic processes. NAD 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. β-NAD acts as a substrate for various enzymes in several cellular processes.
Electron acceptor

Packaging

Packaged by solid weight.

Preparation Note

Produced by fermentation.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H371

Hazard Classifications

STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000475406
0000475406
0000449834
0000449834
0000413586

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Iron-binding proteins in sputum of chronic bronchitis patients with Haemophilus influenzae infections
Vogel L, et al.
The European Respiratory Journal, 10(10), 2327-2333 (1997)
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)
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)
Extracellular beta-nicotinamide adenine dinucleotide (beta-NAD) promotes the endothelial cell barrier integrity via PKA-and EPAC1/Rac1-dependent actin cytoskeleton rearrangement
Umapathy NS, et al.
Journal of Cellular Physiology, 223(1), 215-223 (2010)
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