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N8410

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide

pkg of 20 mg (per vial)

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Synonym(s):
β-DPN, β-NAD, Coenzyme 1, Cozymase, DPN, Diphosphopyridine nucleotide, Nadide
Empirical Formula (Hill Notation):
C21H27N7O14P2
CAS Number:
53-84-9
Molecular Weight:
663.43
Beilstein:
3584133
EC Number:
200-184-4
MDL number:
MFCD00036253
UNSPSC Code:
41106305
eCl@ss:
39200202
PubChem Substance ID:
329818687
NACRES:
NA.51

form

powder

Quality Level

200

packaging

pkg of 20 mg (per vial)

storage temp.

−20°C

SMILES string

NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O

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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Application

β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).
β-Nicotinamide adenine dinucleotide has been used in the master mix for coupled enzyme assay to estimate pectin methylesterase activity.

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (β-NADH) reduced form is an essential cofactor in all the living organisms. β-NADH functions as a hydride acceptors in biochemical redox reactions. It acts as a cell signaling molecule and is a potent neurotransmitter and neuromodulator in the peripheral nervous system. In brain, it mediates Ca2+ homeostasis, energy metabolism, aging and neuronal death.
Electron acceptor

Other Notes

Packaged based on NAD content as determined by UV-Vis.
This is the common form of NAD.

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 biosynthesis of nicotinamide adenine dinucleotides in bacteria
Begley TP, et al.
Vitamins and Hormones, 61, 103-119 (2001)
Pectin Methylesterase Activity Assay for Plant Material
Mueller K, et al.
Plant Physiology, 3(17), e894-e894 (2013)
Pectin de-methylesterification and AGP increase promote cell wall remodeling and are required during somatic embryogenesis of Quercus suber
Perez-Perez Y, et al.
Frontiers in Plant Science, 9, e894-e894 (2018)
Release, neuronal effects and removal of extracellular beta-nicotinamide adenine dinucleotide beta-NAD+ in the rat brain
Durnin L, et al.
The European Journal of Neuroscience, 35(3), 423-435 (2012)
Ana P Gomes et al.
Cell, 155(7), 1624-1638 (2013-12-24)
Ever since eukaryotes subsumed the bacterial ancestor of mitochondria, the nuclear and mitochondrial genomes have had to closely coordinate their activities, as each encode different subunits of the oxidative phosphorylation (OXPHOS) system. Mitochondrial dysfunction is a hallmark of aging, but
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