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Merck

N0786

β-Nicotinamide adenine dinucleotide, reduced disodium salt

~98%, pkg of 1 mg (per vial)

Synonym(s):

β-DPNH, β-NADH, Coenzyme I reduced disodium salt, Diphosphopyridine nucleotide reduced disodium salt

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About This Item

Empirical Formula (Hill Notation):
C21H27N7Na2O14P2
CAS Number:
606-68-8
Molecular Weight:
709.40
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24897447
EC Number:
210-123-3
Beilstein/REAXYS Number:
5230241
MDL number:
MFCD00036200

Product Name

β-Nicotinamide adenine dinucleotide, reduced disodium salt, ~98%, pkg of 1 mg (per vial)

Quality Level

200

InChI key

QRGNQKGQENGQSE-QUWMEQBESA-L

InChI

1S/C21H29N7O14P2.2Na/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;;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;/q;2*+1/p-2/t10-,11+,13-,14+,15-,16+,20-,21+;;/m0../s1

SMILES string

[Na+].[Na+].NC(=O)C1=CN(C=CC1)[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

assay

~98%

form

powder

packaging

pkg of 1 mg (per vial)

solubility

10 mM NaOH: 0.1 mg/mL, clear, colorless

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Other Notes

This is the common form of NADH; do not confuse with α-NADH.
Packaged based on NADH content as determined by UV-Vis.

Application

β-Nicotinamide adenine dinucleotide, reduced disodium salt has been used in the preparation of standard curve.

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 donor in biochemical redox reactions.
Electron donor

Preparation Note

Solutions should be prepared fresh and used promptly.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000452789
0000452789
0000392228
0000392228
0000257038

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The biosynthesis of nicotinamide adenine dinucleotides in bacteria
Begley TP, et al.
Vitamins and Hormones, 61, 103-119 (2001)
Milk composition and health status from mammary gland quarters adjacent to glands affected with naturally occurring clinical mastitis
Paixao MG, et al.
Journal of Dairy Science, 100(9), 7522-7533 (2017)
Andreas Grahnert et al.
Innate immunity, 17(2), 212-233 (2010-04-15)
Latterly, nicotinamide adenine dinucleotide (NAD+) has emerged as a molecule with versatile functions and of enormous impact on the maintenance of cell integrity. Besides playing key roles in almost all major aspects of energy metabolism, there is mounting evidence that
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
Weihai Ying
Frontiers in bioscience : a journal and virtual library, 11, 3129-3148 (2006-05-25)
Increasing evidence has indicated that NAD+ and NADH play critical roles not only in energy metabolism, but also in cell death and various cellular functions including regulation of calcium homeostasis and gene expression. It has also been indicated that NAD+
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