β-Nicotinamide adenine dinucleotide

β-Nicotinamide adenine dinucleotide Basic information
Product Name:β-Nicotinamide adenine dinucleotide
Synonyms:OSTEOPONTIN, GST FUSION;)-1-beta-d-ribofuranosylpyridiniumhydroxide,innersalt;adenine-nicotinamidedinucleotide;adenosine5’-(trihydrogendiphosphate),p’.fwdarw.’-esterwith3-(aminocarbonyl;Adenosine5’-(trihydrogendiphosphate),P’.fwdarw.5’-esterwith3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium,innersalt;beta-diphosphopyridine;cozymasei;enzopride
CAS:53-84-9
MF:C21H27N7O14P2
MW:663.43
EINECS:200-184-4
Product Categories:nucleoside;Biochemistry;Enzymes and Coenzymes in Nucleic Acids;Nucleosides, Nucleotides & Related Reagents;Vitamin Related Compounds;Vitamins;Bioproducts;Cofactor;Inhibitors;53-84-9
Mol File:53-84-9.mol
β-Nicotinamide adenine dinucleotide Structure
β-Nicotinamide adenine dinucleotide Chemical Properties
Melting point 140-142 °C (decomp)
alpha D20 -31.5° (c = 1.2 in water)
storage temp. -20°C
solubility H2O: 50 mg/mL
form Powder
color White
OdorOdorless
PH~3.0 (50mg/mL in water)
Water Solubility Soluble in water at 50mg/ml
Merck 14,6344
BRN 3584133
Stability:Stable. Hygroscopic. Incompatible with strong oxidizing agents.
InChIKeyBAWFJGJZGIEFAR-WWRWIPRPSA-N
EPA Substance Registry SystemAdenosine 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt (53-84-9)
Safety Information
Hazard Codes Xn,F,Xi
Risk Statements 36-68/20/21/22-20/21/22-40-22
Safety Statements 36-26-36/37-24/25
WGK Germany 3
RTECS UU3450000
TSCA Yes
HS Code 29349990
MSDS Information
ProviderLanguage
beta-NAD English
β-Nicotinamide adenine dinucleotide Usage And Synthesis
Descriptionβ-Nicotinamide adenine dinucleotide (NAD+) plays a major role in metabolism as a cofactor and mobile electron acceptor. NAD+ is a required oxidizing cosubstrate for many enzymes. It is reduced to NADH (Cat# N-035) which carries electrons to the electron transport chain for subsequent oxidative phorphorylation and ATP production. NAD+ is capable of donating ADP-ribose moieties to a protein, producing nicotinamide in the process. Sirtuin enzymes use NAD+ as a substrate to deacetylate proteins and direct activity between the nucleus and mitochondria. NAD+ is regenerated by fermentation and by oxidative phosphorylation.
Chemical PropertiesBeta-Nicotinamide adenine dinucleotide is a hygroscopic white powder. It should be stored desiccated. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature -20°C.
Usesβ-Nicotinamide Adenine Dinucleotide is a coeznyme consisting of an adenine base and a nicotinamide base connected by a pair of bridging phosphate group. β-Nicotinamide Adenine Dinucleotide acts as a c oenzyme in redox reactions, as a donor of ADP-ribose moieties in ADP-ribosylation reactions and also as a precursor of the second messenger molecule cyclic ADP-ribose. β-Nicotinamide Adenine Dinucleot ide also acts as a substrate for bacterial DNA ligases and a group of enzymes called sirtuins that use NAD+ to remove acetyl groups from proteins.
Applicationβ-Nicotinamide adenine dinucleotide (β-NAD) is a cofactor of alcohol dehydrogenase and acts as a neuromodulator and an inhibitory neurotransmitter in visceral smooth muscles. The NAD/NADH ratio has a role in the regulation of intracellular redox potential. It thereby influences metabolic reactions in vivo. It has been used for the preparation of deacetylated tubulin. It has also been used for UDP-glucose-6-hydrogenase (UGDH) enzyme activity assay of orital fibroblast cell lysates.
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).
DefinitionChEBI: β-Nicotinamide adenine dinucleotide (NAD) is the oxidized form of β-Nicotinamide Adenine Dinucleotide. It exists as an anion under normal physio-logic conditions. It is functionally related to a deamido-NAD zwitterion. It is a conjugate base of a NAD(+). It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (Dorland, 27th ed)
benefitsThe benefits of NAD+Therapy directly related to mental health treatment include:
Restores cellular energy, metabolism and promotes cellular repair
Helps regulate cellular defense and reduces inflammation
Elevates mood and generates the feeling of calmness and happiness
Supports healthy aging and cognitive function
NAD infusion therapy is most effective when multiple infusions are conducted regularly over time. Long-term maintenance and cellular support contribute to less overall damage to your mitochondria, a slower aging rate, and better cognitive health.
General Descriptionβ-Nicotinamide adenine dinucleotide (NAD) is a ubiquitously found electron carrier and a cofactor. NAD+ contains an adenylic acid and a nicotinamide-5′-ribonucleotide group linked together by a pyrophosphate moiety. In NAD+ complexes, the enzyme-cofactor interactions are highly conserved.
Biological ActivityNAD+, known more formally as nicotinamide adenine dinucleotide, is a signaling molecule as well as a cofactor or substrate for many enzymes. It acts as an oxidizing agent, accepting electrons from other molecules while being converted to its reduced form, NADH. NAD+ is also essential for the activity of several enzymes, including poly(ADP)-ribose polymerases and cADP-ribose synthases. For example, it is used by some sirtuins to mediate protein deacetylation, producing O-acetyl-ADP-ribose and nicotinamide as well as the deacetylated protein.
Biochem/physiol Actionsβ-Nicotinamide adenine dinucleotide (β-NAD) is an electron carrier and a cofactor, significantly involved in enzyme-catalyzed oxido-reduction processes and many genetic processes. NAD cycles between the oxidized (NAD+) and reduced (NADH) forms to maintain a redox balance necessary for continued cell growth. NAD is also involved in microbial catabolism. β-NAD acts as a substrate for various enzymes in several cellular processes.
Side effectsIn the studies conducted thus far, people taking between 1000mg-2000mg per day have reported zero long term side effects. However, during the active infusion, some people may feel temporary nausea or stomach discomfort.
Purification MethodsNAD is purified by paper chromatography or better on a Dowex-1 ion-exchange resin. The column is prepared by washing with 3M HCl until free of material absorbing at 260nm, then with water, 2M sodium formate until free of chloride ions and, finally, with water. NAD, as a 0.2% solution in water, is adjusted with NaOH to pH 8, and adsorbed onto the column, washed with water, and eluted with 0.1M formic acid. Fractions with strong absorption at 360nm are combined, acidified to pH 2.0 with 2M HCl, and cold acetone (ca 5L/g of NAD) is added slowly and with constant agitation. It is left overnight in the cold, then the precipitate is collected in a centrifuge, washed with pure acetone and dried under vacuum over CaCl2 and paraffin wax shavings [Kornberg Methods Enzymol 3 876 1957]. It has been purified by anion-exchange chromatography [Dalziel & Dickinson Biochemical Preparations 11 84 1966.] The purity is checked by reduction to NADH (with EtOH and yeast alcohol dehydrogenase) which has 340mn 6220 M-1cm-1. [Todd et al. J Chem Soc 3727, 3733 1957.] [pKa, Lamborg et al. J Biol Chem 231 685 1958.] The free acid crystallises from aqueous Me2CO with 3H2O and has m 140-142o. It is stable in cold neutral aqueous solutions in a desiccator (CaCl2) at 25o, but decomposes at strong acid and alkaline pH. Its purity is checked by reduction with yeast alcohol dehydrogenase and EtOH to NADH and noting the OD at 340nm. Pure NADH (see below) has 340 6.2 x 104 M-1cm-1, i.e. 0.1mole of NADH in 3mL and in a 1cm path length cell has an OD at 340nm of 0.207. [Beilstein 26 IV 3644.]
References1. Pollak N.; D?lle C.; Ziegler M. The power to reduce: pyridine nucleotides - small molecules with a multitude of functions. Biochem. J. 2007, 402(2), 205-18. DOI:10.1042/BJ20061638
2. Unden G, Bongaerts J. Alternative respiratory pathways of Escherichia coli: energetics and transcriptional regulation in response to electron acceptors. Biochim. Biophys. Acta. 1997, 1320(3), 217-34. DOI:10.1016/S0005-2728(97)00034-0
3. Houtkooper, R.H., Cantó, C., Wanders, R.J., et al. The secret life of NAD+: An old metabolite controlling new metabolic signaling pathways. Endocr. Rev. 31(2), 194-223 (2010). DOI:10.1210/er.2009-0026
4. Experimental and theoretical electron density studies in large molecules: NAD+, beta-nicotinamide adenine dinucleotide DOI:10.1021/JP034478B
5. A Mechanism of Adsorption of beta-Nicotinamide Adenine Dinucleotide on Graphene Sheets: Experiment and Theory DOI:10.1002/chem.200900399
6. β-Nicotinamide Adenine Dinucleotide (β-NAD) Inhibits ATP-Dependent IL-1β Release from Human Monocytic Cells DOI:10.3390/ijms19041126
7. Oxidation of β-Nicotinamide Adenine Dinucleotide (NADH) by Au Cluster and Nanoparticle Catalysts Aiming for Coenzyme Regeneration in Enzymatic Glucose Oxidation DOI:10.1021/acssuschemeng.0c01893
NADP, Disodium Salt Ubidecarenone 3'-NADP SODIUM SALT NICOTINAMIDE ADENINE DINUCLEOTIDE-AGAROSE β-Nicotinamide adenine dinucleotide NADP MONOPOTASSIUM SALT NAD 3H2O BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE RESIN BETA-DIPHOSPHOPYRIDINE NUCLEOTIDE, OXIDIZED FORM BETA-DIPHOSPHOPYRIDINE NUCLEOTIDE HYDRATE, OXIDIZED FORM,BETA-DIPHOSPHOPYRIDINE NUCLEOTIDE OXIDIZED FORM, HYDRATE BETA-NAD TETRAHYDRATE NAD3H DIPOTASSIUM SALT 6-Thioguanine 2,3-Dimethoxy-5-methyl-p-benzoquinone β-Nicotinamide adenine dinucleotide sodium salt NICOTINAMIDE ADENINE DINUCLEOTIDE, [ADENYLATE-32P] DIPOTASSIUM SALT N6-([6-AMINOHEXYL]-CARBAMOYLMETHYL)-NICOTINAMIDE ADENINE DINUCLEOTIDE LITHIUM SALT β-Nicotinamide adenine dinucleotide phosphate sodium salt

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