N0786

β-Nicotinamide adenine dinucleotide, reduced disodium salt

Name: β-Nicotinamide adenine dinucleotide, reduced disodium salt
Brand: SIGMA

~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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Related Categories

Biochemicals

Nucleosides and Nucleotides

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

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)

Are retinoids potential therapeutic agents in disorders of social cognition including autism?

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

NAD+ and NADH in cellular functions and cell death.

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+

Mammalian sirtuins and energy metabolism.

Xiaoling Li et al.

International journal of biological sciences, 7(5), 575-587 (2011-05-27)

Sirtuins are highly conserved NAD+-dependent protein deacetylases and/or ADP-ribosyltransferases that can extend the lifespan of several lower model organisms including yeast, worms and flies. The seven mammalian sirtuins, SIRT1 to SIRT7, have emerged as key metabolic sensors that directly link

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