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Key Documents

N0786

Sigma-Aldrich

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:
Molecular Weight:
709.40
Beilstein:
5230241
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Assay

~98%

Quality Level

form

powder

packaging

pkg of 1 mg (per vial)

solubility

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

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

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

InChI key

QRGNQKGQENGQSE-QUWMEQBESA-L

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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

Reconstitution

Solutions should be prepared fresh and used promptly.

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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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