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Merck

N8285

β-Nicotinamide adenine dinucleotide

greener alternative

pkg of 10 mg (per vial)

Synonym(s):

β-DPN, β-NAD, Coenzyme 1, Cozymase, DPN, Diphosphopyridine nucleotide, Nadide

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About This Item

Empirical Formula (Hill Notation):
C21H27N7O14P2
CAS Number:
53-84-9
Molecular Weight:
663.43
NACRES:
NA.51
PubChem Substance ID:
57654466
eCl@ss:
39200202
UNSPSC Code:
41106305
EC Number:
200-184-4
MDL number:
MFCD00036253
Beilstein/REAXYS Number:
3584133
Form:
powder
Solubility:
H2O: soluble-50 mg/mL, clear, colorless
Biological source:
yeast

Key Documents

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biological source

yeast

Quality Level

200

form

powder

packaging

pkg of 10 mg (per vial)

greener alternative product characteristics

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

sustainability

Greener Alternative Product

solubility

H2O: soluble-50 mg/mL, clear, colorless

greener alternative category

DfS-Developed

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

Gene Information

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

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General description

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.

Application

β-Nicotinamide adenine dinucleotide (β-NAD) has been used for the preparation of deacetylated tubulin. It has also been used for UDP-glucose-6-hydrogenase (UGDH) enzyme activity assay of orital fibroblast cell lysates.

Biochem/physiol Actions

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).
Electron acceptor
β-Nicotinamide adenine dinucleotide (β-NAD) is a neuromodulator and an inhibitory neurotransmitter. It is an agonist for purinergic (P2Y1) receptors.

Other Notes

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Storage Class

11 - Combustible Solids

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Luminal localization of $\alpha$-tubulin K40 acetylation by cryo-EM analysis of fab-labeled microtubules
Soppina V, et al.
PLoS ONE, 7(10), e48204-e48204 (2012)
Shanli Tsui et al.
The Journal of biological chemistry, 286(27), 24487-24499 (2011-05-18)
UDP-glucose dehydrogenase (UGDH) catalyzes the formation of UDP-glucuronate. Glucuronate represents an integral component of the glycosaminoglycan, hyaluronan, which accumulates in orbital Graves disease. Here we report that orbital fibroblasts express higher levels of UGDH than do those from skin. This
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
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
Richard P Ebstein et al.
FEBS letters, 585(11), 1529-1536 (2011-05-12)
Increasing evidence suggests that the nonapeptide, oxytocin (OT), helps shape social and affiliative behaviors not only in lower mammals but also in humans. Recently, an essential mediator of brain OT release has been discovered, ADP-ribosyl cyclase and/or CD38. We have
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