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beta-Nicotinamide adenine dinucleotide disodium salt

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beta-Nicotinamide adenine dinucleotide disodium salt Basic information

Product Name:
beta-Nicotinamide adenine dinucleotide disodium salt
Synonyms:
  • eta-d-ribofuranosyl-3-pyridinecarboxamide,disodiumsalt
  • BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE, REDUCED FORM DISODIUM SALT
  • BETA-NICOTINAMIDE-ADENINE DINUCLEOTIDE, REDUCED, 2NA
  • BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE REDUCED 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
CAS:
606-68-8
MF:
C21H30N7NaO14P2
MW:
689.44
EINECS:
210-123-3
Product Categories:
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Cofactors and SubstratesBiochemicals and Reagents
  • Nucleotides
  • Phosphorylating and Phosphitylating Agents
  • nucleoside
  • 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
  • Oxidation-Reduction
  • Cofactors
  • Enzymes, Inhibitors, and Substrates
  • Biochemicals and Reagents
  • NAD and Analogs
  • Nucleosides, Nucleotides, Oligonucleotides
Mol File:
606-68-8.mol
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beta-Nicotinamide adenine dinucleotide disodium salt Chemical Properties

Melting point:
140-142°C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: 50 mg/mL, clear to nearly clear, yellow
form 
Powder
color 
Yellow
PH
7.5 (100mg/mL in water, ±0.5)
Water Solubility 
soluble
BRN 
5230241
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
QRGNQKGQENGQSE-WUEGHLCSSA-L
CAS DataBase Reference
606-68-8
EPA Substance Registry System
Reduced .beta.-nicotinamide adenine dinucleotide disodium salt (606-68-8)
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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

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beta-Nicotinamide adenine dinucleotide disodium salt Usage And Synthesis

Description

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).
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.

Chemical Properties

beige powder

Uses

One 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 d onor 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 configura tion of the ribosyl nicotinamide linkage. Only the β-anomer is bioactive.

Uses

One 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.

Definition

A dehydrogenase complex that is the reduced formof NAD.

Biological Activity

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.

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.

Biotechnological Applications

Reduced 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 Methods

This 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.]

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