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MilliporeSigma

N7381

Sigma-Aldrich

βDinucleótido de β-nicotinamida y adenina hydrate

Grade AA-1

Sinónimos:

β-DPN, β-NAD, -NAD, Coenzima 1, Cozimasa, DPN, Nadide, Nucleótido de difosfopiridina

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About This Item

Fórmula empírica (notación de Hill):
C21H27N7O14P2 · xH2O
Número de CAS:
Peso molecular:
663.43 (anhydrous basis)
MDL number:
UNSPSC Code:
41106305
eCl@ss:
39200202
PubChem Substance ID:
NACRES:
NA.55

biological source

yeast

Quality Level

type

Grade AA-1

form

powder

IVD

not for in vitro diagnostic use

color

white to off-white

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

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General description

β-Nicotinamide adenine dinucleotide (β-NAD) is a ubiquitous biomolecule containing an adenylic acid and a nicotinamide-5′-ribonucleotide group linked together by a pyrophosphate moiety. In NAD+ complexes, the enzyme-cofactor interactions are highly conserved.

Application

β-Nicotinamide adenine dinucleotide hydrate has been used as a supplement in chocolate agar plates for Haemophilus influenzae growth.

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide (β-NAD) is an electron carrier and a cofactor, significantly involved in enzyme-catalyzed oxido-reduction processes and many genetic processes. NAD cycles between the oxidized (NAD+) and reduced (NADH) forms to maintain a redox balance necessary for continued cell growth. NAD is also involved in microbial catabolism. β-NAD acts as a substrate for various enzymes in several cellular processes.
Aceptor de electrones

Packaging

Envasado por peso sólido.

Preparation Note

Produced by fermentation.

Other Notes

Esta es la forma común del NAD.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Iron-binding proteins in sputum of chronic bronchitis patients with Haemophilus influenzae infections
Vogel L, et al.
The European Respiratory Journal, 10(10), 2327-2333 (1997)
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)
Experimental and theoretical electron density studies in large molecules: NAD+, beta-nicotinamide adenine dinucleotide
Guillot B, et al.
The Journal of Physical Chemistry B, 107(34), 9109-9121 (2003)
A Mechanism of Adsorption of beta-Nicotinamide Adenine Dinucleotide on Graphene Sheets: Experiment and Theory
Pumera M, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 15(41), 10851-10856 (2009)
Metabolic engineering of Escherichia coli: increase of NADH availability by overexpressing an NAD+-dependent formate dehydrogenase.
Berrios-Rivera S J, et al.
Metabolic engineering, 4(3), 217-229 (2002)

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