NADH, disodium salt

NADH, disodium salt Basic information
Product Name:NADH, disodium salt
Synonyms:BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, REDUCED FORM DISODIUM SALT;BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, DISODIUM SALT;beta-Nicotinamide adenine dinucleotidedisodium salthydrate;eta-d-ribofuranosyl-3-pyridinecarboxamide, disodium salt beta-nicotinamide adenine dinucleotide, disodium salt, hydrate beta-nicotinamide adenine dinucleotide disodium salt,trihydrate;NICOTINAMIDE ADENINE DINUCLEOTIDE (REDUCED) DISODIUM SALT extrapure;NICOTINAMIDE ADENINE DINUCLEOTIDE >98% (REDUCED FORM) DISODIUM SALT;NICOTINAMIDE ADENINE DINUCLEOTIDE DISODIUM SALT;Nadide sodium
CAS:606-68-8
MF:C21H30N7NaO14P2
MW:689.44
EINECS:210-123-3
Product Categories:Bases & Related Reagents;Carbohydrates & Derivatives;Nucleotides;Phosphorylating and Phosphitylating Agents;nucleoside;Cofactors and SubstratesBiochemicals and Reagents;NAD and AnalogsResearch Essentials;Nucleosides and NucleotidesEnzymes, Inhibitors, and Substrates;Oxidation-ReductionMetabolic Pathways;Core Bioreagents;Electron Transport and Cellular Respiration;Metabolic Pathways;Metabolites and Cofactors on the Metabolic Pathways Chart;TCA;Bioproducts;Cofactor;Cofactors;Enzymes, Inhibitors, and Substrates;Biochemicals and Reagents;NAD and Analogs;Nucleosides, Nucleotides, Oligonucleotides;Oxidation-Reduction;606-68-8
Mol File:606-68-8.mol
NADH, disodium salt Structure
NADH, disodium salt Chemical Properties
Melting point 140-142°C
density 1.955 at 20℃
vapor pressure 0.73Pa at 20-50℃
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility H2O: 50 mg/mL, clear to nearly clear, yellow
form Powder
color Yellow
PH7.5 (100mg/mL in water, ±0.5)
Water Solubility soluble
BRN 5230241
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyQRGNQKGQENGQSE-WUEGHLCSSA-L
LogP-1.96 at 21℃ and pH7
Surface tension69.22mN/m at 1.022g/L and 20℃
CAS DataBase Reference606-68-8
EPA Substance Registry SystemReduced .beta.-nicotinamide adenine dinucleotide disodium salt (606-68-8)
Safety Information
Hazard Codes Xn
Risk Statements 23/24/25-36/37/38-39/23/24/25-40-22
Safety Statements 26-36/37/39-45-24/25-36/37
WGK Germany 3
3-10-23
TSCA Yes
HS Code 29349990
MSDS Information
ProviderLanguage
beta-Nicotinamide adenine dinucleotide disodium saltEnglish
SigmaAldrichEnglish
ACROSEnglish
NADH, disodium salt Usage And Synthesis
Descriptionβ-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).
Chemical PropertiesWhite to beige powder
UsesOne of the biologically active forms of nicotinic acid. Serves as a coenzyme of hydrogenases and dehydrogenases. NAD usually acts as a hydrogen acceptor, forming NADH which then serves as a hydrogen donor in the respiratory chain. Present in living cells primarily in the reduced form (NADPH) and is involved in synthetic reactions. Occurs in 2 forms, α-NAD and β-NAD, distinguished by the configuration of the ribosyl nicotinamide linkage. Only the β-anomer is bioactive.
Usesβ-Nicotinamide adenine dinucleotide, reduced disodium salt has been used in the preparation of standard curve.
DefinitionNADH, disodium salt is a dehydrogenase complex that is the reduced formof NAD. 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.
Biological FunctionsNADH disodium salt (Disodium NADH) is an orally active reduced coenzyme. NADH disodium salt is a donor of ADP-ribose units in ADP-ribosylaton reactions and a precursor of cyclic ADP-ribose. NADH disodium salt plays a role as a regenerative electron donor in cellular energy metabolism, including glycolysis, β-oxidation and the tricarboxylic acid (TCA) cycle.
General Descriptionβ-Nicotinamide adenine dinucleotide (β-NAD) regulates energy metabolism and immunity. It is a cofactor for mitochondrial deacetylase sirtuin-3 enzyme and modulates inflammasome assembly. β-NAD supresses interleukin-1β levels in monocytic cells in inflammatory syndromes. β-NAD released by neurosecretory cells is a potential neurotransmitter. β-NAD is a vascular mediator in lung endothelial cells and may play a protective role against cytokine mediated inflammation.
Biochem/physiol ActionsNADH 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.
Biotechnological ApplicationsReduced β-nicotinamide adenine dinucleotide (NADH) plays a major role in metabolism as a cofactor in redox reactions and as a mobile electron carrier. NADH is a high energy compound that donates electrons to the electron transport chain to provide energy for ATP production by oxidative phosphorylation. NADH is a required oxidizing cosubstrate in fermentation, which regenerates NAD. NADH is fluorescent, which provides for a relatively simple way to detect NADH in biological samples. NADH is also used in enzyme cycling assays to detect relevant biological molecules in tissues.
Purification MethodsThis coenzyme is available in high purity, and it is advisable to buy a fresh preparation rather than to purify an old sample as purification will invariably lead to a more impure sample contaminated with the oxidised form (NAD). It has UV max at 340nm ( 6,200 M-1cm-1) at which wavelength the oxidised form NAD has no absorption. At 340nm a 0.161mM solution in a 1cm (pathlength) cell has an absorbance of 1.0 unit. The purity is best checked by the ratio A280nm/A340nm ~2.1, a value which increases as oxidation proceeds. The dry powder is stable indefinitely at -20o. Solutions in aqueous buffers at pH ~7 are stable for extended periods at -20o and for at least 8hours at 0o, but are oxidised more rapidly at 4o in a cold room (e.g. almost completely oxidised overnight at 4o). [UV: Drabkin J Biol Chem 175 563 1945, Fluorescence: Boyer & Thorell Acta Chem Scand 10 447 1956, Redox: Rodkey J Biol Chem 234 188 1959, Schlenk in The Enzymes 2 250, 268 1951, Kaplan in The Enzymes 3 105, 112 1960.] Deuterated NADH, i.e. NADD, has been purified through the anion exchange resin AG-1 x 8 (100-200 mesh, formate form) and through a Bio-Gel P-2 column. [Viola et al. Anal Biochem 96 334 1979, Beilstein 26 III/IV 3639.]
NADH, disodium salt Preparation Products And Raw materials

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