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Merck

43410

β-Nicotinamide adenine dinucleotide hydrate

≥95% (HPLC)

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:
57650177
eCl@ss:
39200202
UNSPSC Code:
12352111
NACRES:
NA.55
EC Number:
200-184-4
MDL number:
MFCD00036253

Product Name

β-Nicotinamide adenine dinucleotide hydrate, ≥95% (HPLC)

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

≥95% (HPLC)

form

powder or crystals

impurities

≤4% water

color

white to faint yellow

solubility

H2O: 0.1 g/mL at 20 °C, clear
H2O: freely soluble

cation traces

Ca: ≤200 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cr: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤50 mg/kg
Mg: ≤100 mg/kg
Mn: ≤50 mg/kg
Na: ≤1000 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

absorbance ratio

A280/260 nm 0.22 ±0.02
A250/260 nm 0.83 ±0.03

storage temp.

−20°C

Quality Level

200

Gene Information

human ... ESR1(2099), ESR2(2100)

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Application

β-Nicotinamide adenine dinucleotide hydrate has been used as a component of fibroblast cell culture media. It has also been used to study the viability of the cartilage constructs.
β-Nicotinamide adenine dinucleotide hydrate was used as a test compound for studying the structure and electrochemical properties of NADH electrocatalysts.

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide is a cofactor for alcohol dehydrogenase that serves as inhibitory neurotransmitter in visceral smooth muscle.
β-nicotinamide adenine dinucleotide (β-NAD) is a coenzyme present in most living cells. It is implicated in redox reactions and posttranslational modifications. β-NAD also acts as a substrate for various enzymes in several cellular processes.
Electron acceptor

Other Notes

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
BCCN7058
BCCN4177
BCCN2588
BCCM9974
BCCM4492

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The initial repair response of articular cartilage after mechanically induced damage
van Haaften EE, et al.
Journal of Orthopaedic Research : Official Publication of the Orthopaedic Research Society, 35(6), 1265-1273 (2017)
Structure and Electrochemical Properties of Electrocatalysts for NADH Oxidation.
Rosalba A. Rincon
Electroanalysis, 22, 799-806 (2010)
Rescue from galactose-induced death of Leigh Syndrome patient cells by pyruvate and NAD+
Iannetti EF, et al.
Cell Death & Disease, 9(11), 1135-1135 (2018)
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)
Violeta N Mutafova-Yambolieva et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(41), 16359-16364 (2007-10-05)
Peripheral inhibitory nerves are physiological regulators of the contractile behavior of visceral smooth muscles. One of the transmitters responsible for inhibitory neurotransmission has been reputed to be a purine, possibly ATP. However, the exact identity of this substance has never
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