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N8285

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide

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
Beilstein/REAXYS Number:
3584133
EC Number:
200-184-4
MDL number:
MFCD00036253
UNSPSC Code:
41106305
eCl@ss:
39200202
PubChem Substance ID:
57654466
NACRES:
NA.51

form

powder

Quality Level

200

packaging

pkg of 10 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

Gene Information

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

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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 (β-NAD) is a neuromodulator and an inhibitory neurotransmitter. It is an agonist for purinergic (P2Y1) receptors.
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

Other Notes

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
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
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
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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