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N8285

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide

pkg of 10 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
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 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

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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
Xiongjun Wang et al.
Molecular cell, 76(1), 148-162 (2019-08-27)
The rapid proliferation of cancer cells and dysregulated vasculature within the tumor leads to limited nutrient accessibility. Cancer cells often rewire their metabolic pathways for adaption to nutrient stress, and the underlying mechanism remains largely unknown. Glutamate dehydrogenase 1 (GDH1)
Michael O Hottiger
FEBS letters, 585(11), 1595-1599 (2011-03-23)
ADP-ribosylation is a covalent post-translational protein modification catalyzed by ADP-ribosyltransferases and is involved in important processes such as cell cycle regulation, DNA damage response, replication or transcription. Histones are ADP-ribosylated by ADP-ribosyltransferase diphtheria toxin-like 1 at specific amino acid residues
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