β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

SIGMA/N8129 - ≥97% (HPLC)

Synonym: β-DPNH; β-NADH; DPNH; Diphosphopyridine nucleotide, reduced form; NADH

CAS Number: 606-68-8 (anhydrous)
Empirical Formula (Hill Notation): C₂₁H₂₇N₇Na₂O₁₄P₂ · xH₂O
Molecular Weight: 709.40 (anhydrous basis)
EC Number: 210-123-3
MDL Number: MFCD03791273
Linear Formula: C₂₁H₂₇N₇Na₂O₁₄P₂ · xH₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-N8129-50MG	50 mg	$48.70 1/EA	Add To Favorites
45-N8129-100MG	100 mg	$73.30 1/EA	Add To Favorites
45-N8129-500MG	500 mg	$175.00 1/EA	Add To Favorites
45-N8129-1G	1 g	$215.00 1/EA	Add To Favorites
45-N8129-5G	5 g	$958.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: N8129-100MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
	≥97% (spectrophotometric assay)
biological source	yeast
color	white to light yellow
density	1.995 g/cm³ at 20 °C
form	powder
InChI	1S/C21H29N7O14P2.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;;/m1.../s1
InChI key	FWBNCIFELNNJCX-UHOVGGJYSA-L
mol wt	709.40 g/mol
Quality Level	300
SMILES string	O.[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
solubility	10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, faintly yellow to greenish-yellow
	water: 712 g/L at 22.5 °C
storage temp.	−20°C

Application:	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).
Application:	As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.
Biochem/physiol Actions:	NADH is a coenzyme that functions as a regenerating electron donor in catabolic processes including glycolysis, β-oxidation and the citric acid cycle (Krebs cycle, TCA cycle). It participates in cell signaling events as well, for example as a substrate for the poly (ADP-ribose) polymerases (PARPs) during the DNA damage response. The NAD⁺/NADH dependent sirtuins play key roles in stress responses during events involving energy metabolism, with implications in cancer biology, diabetes and neurodegenerative disease. As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.
Packaging:	1, 5 g in poly bottle
Packaging:	50, 100, 500 mg in poly bottle
Packaging:	Packaged by solid weight.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥97% (HPLC); ≥97% (spectrophotometric assay)
Density	1.995 g/cm³ at 20 °C
Storage Temp.	−20°C
UNSPSC	41106305

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