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43410

Sigma-Aldrich

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:
Molecular Weight:
663.43 (anhydrous basis)
EC Number:
MDL number:
UNSPSC Code:
12352111
eCl@ss:
39200202
PubChem Substance ID:
NACRES:
NA.55

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

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

Gene Information

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Related Categories

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

Packaging

Packaged by solid weight.

Other Notes

This is the common form of NAD.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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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