β-Nicotinamide adenine dinucleotide

ChemicalBook > CAS DataBase List > β-Nicotinamide adenine dinucleotide

β-Nicotinamide adenine dinucleotide

Product Name: β-Nicotinamide adenine dinucleotide
CAS No.: 53-84-9
Chemical Name: β-Nicotinamide adenine dinucleotide
Synonyms: NAD;DPN;β-NAD;beta-Nicotinamide adenine dinucleotide;beta-Diphosphopyridine nucleotide;β-nicotinamide adenine dinucleotide hydrate;β-Nicotinamide Adenine Dinucleotide Hydrate;B-NAD;cozymasei;beta-diphosphopyridine
CBNumber: CB2286280
Molecular Formula: C21H27N7O14P2
Formula Weight: 663.43
MOL File: 53-84-9.mol

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β-Nicotinamide adenine dinucleotide Property

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
PH: ~3.0 (50mg/mL in water)
Odor: Odorless
Water Solubility: Soluble in water at 50mg/ml
Merck: 14,6344
BRN: 3584133
Stability:: Stable. Hygroscopic. Incompatible with strong oxidizing agents.
InChI: InChI=1/C21H27N7O14P2/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/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/s3
InChIKey: BAWFJGJZGIEFAR-WWRWIPRPSA-N
SMILES: N1(C=NC2C(N)=NC=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](COP(=O)(O)OP([O-])(=O)OC[C@@H]2[C@@H](O)[C@@H](O)[C@H]([N+]3C=CC=C(C(=O)N)C=3)O2)O1 |&1:10,11,13,15,27,28,30,32,r|
EPA Substance Registry System: Adenosine 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt (53-84-9)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H371May cause damage to organs

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: NAD98-RO
Product name: NAD
Purity: Grade II, free acid
Packaging: 1g
Price: $78.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: NAD98-RO
Product name: NAD
Purity: Grade II, free acid
Packaging: 5G
Price: $326
Updated: 2024/03/01

Sigma-Aldrich

Product number: NAD98-RO
Product name: NAD
Purity: Grade II, free acid
Packaging: 10g
Price: $525
Updated: 2024/03/01

Sigma-Aldrich

Product number: NAD100-RO
Product name: NAD
Purity: Grade I, free acid
Packaging: 1g
Price: $128
Updated: 2024/03/01

Sigma-Aldrich

Product number: NAD100-RO
Product name: NAD
Purity: Grade I, free acid
Packaging: 5G
Price: $475
Updated: 2024/03/01

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β-Nicotinamide adenine dinucleotide Chemical Properties,Usage,Production

Description

β-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 Properties

Beta-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.

History

The coenzyme NAD⁺ was first discovered by British biochemists Arthur Harden and William John Young in 1906. They observed that the addition of boiled and filtered yeast extract significantly increased the rate of alcoholic fermentation in unboiled yeast extracts. They named the unidentified factor responsible for this effect a coferment. By extensively purifying it from yeast extracts, Hans von Euler-Chelpin identified this heat-stable factor as a nucleotide sugar phosphate. In 1936, German scientist Otto Heinrich Warburg demonstrated the role of this nucleotide coenzyme in hydride transfer and determined the nicotinamide portion as the site of redox reactions. Vitamin precursors of NAD+ were first identified in 1938, when Conrad Elvehjem showed that liver has an "anti-black tongue" activity in the form of nicotinamide. Then, in 1939, he provided the first strong evidence that niacin is used to synthesize NAD⁺.

Uses

β-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.

Definition

ChEBI: 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)

Application

β-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).

benefits

The 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 Description

β-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 Activity

NAD+, 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 Actions

β-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 effects

In 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 Methods

NAD 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.]

References

1. 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

β-Nicotinamide adenine dinucleotide Preparation Products And Raw materials

Raw materials

Concentrated hydrochloric acid Resin column Anion exchange resin,strong basic quarternary ammoniumⅠ AMBERLITE(R) IRC-50 Resin 201 Brown Ion exchange resin column Spectrophotometer Cation exchange resin,weak acidic acrylic acid Cation exchange resin,strong acidic styrene 001×7×7 Potassium chloride Yeast extract Ammonia

Preparation Products

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View Lastest Price from β-Nicotinamide adenine dinucleotide manufacturers

Wuhan Cell Pharmaceutical Co., Ltd

Product: Nicotinamide adenine dinucleotide （NAD) 53-84-9
Price: US $2.00-1000.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 100kg
Release date: 2023-04-11

Hebei Dangtong Import and export Co LTD

Product: β-Nicotinamide adenine dinucleotide 53-84-9
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Wuhan Haorong Biotechnology Co.,Ltd

Product: β-Nicotinamide adenine dinucleotide 53-84-9
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Release date: 2023-08-11

53-84-9, β-Nicotinamide adenine dinucleotideRelated Search:

6-Thioguanine 2,3-Dimethoxy-5-methyl-p-benzoquinone Coenzyme Q10 NADP, Disodium Salt Triphosphopyridine nucleotide Adenine NADP sodium salt Nicotinamide Coenzyme A Adenine phosphate salt（1：1） Acetyl coenzyme A sodium salt NADH, disodium salt Nicotinamide hypoxanthine dinucleotide phosphate reduced tetrasodium salt β-Nicotinamide Mononucleotide β-nicotinamide mononucleotide, reduced form, disodium salt(NMNH) 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride Methyl nicotinoylacetate Nicotinamide riboside chloride

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

Nicotinamideadeninedinucleotidefreeacid(NAD)

nicotineamideadeninedinucleotide

pyridinium,3-carbamoyl-1-beta-d-ribofuranosyl-,hydroxide,5’-esterwithadeno

pyridinium,3-carbamoyl-1-beta-d-ribofuranosyl-,hydroxide,5’-esterwithadenosine5’-5’-(trihydrogenpyrophosphate),innersalt

sine5’-5’-(trihydrogenpyrophosphate),innersalt

DPN

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*GRAD E AA-I

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*APPR OX. 99% CRY

BETA-NICOTINAMIDE ADENINE DINUCL. DI-HYD R.,PGE 10 FLASKS

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*APPR OX. 99% FRO

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*FROM YEAST CELL

NICOTINAMIDE ADENINE DINUCLEOTIDE (OXIDISED) extrapure

β-DPN, β-NAD, Coenzyme1, Cozymase, Diphosphopyridine nucleotide, DPN, NAD, Nadide

β-DPN, β-NAD, Coenzyme1, Cozymase, Diphosphopyridine nucleotide, DPN, Nadide

Adenosine5'-(trihydrogen diphosphate), P'5'-ester with 3-(aminocarbonyl)-1-b-D-ribofuranosylpyridinium, inner salt

β-DPNβ-NAD

B-NAD

β-NAD, β-Nicotinamide adenine dinucleotide trihydrate

[5-(6-Aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[5-(5-carbamoylpyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-oxido-phosphoryl]oxy-phosphinic acid

Adenosine 5'-(trihydrogen diphosphate), P'->5'-ester with 3-(aminocarbonyl)-1-b-D-ribofuranosylpyridinium hydroxide, inner salt

Oxidized diphosphopyridine nucleotide

NICOTINAMIDE ADENINE DINUCLEOTIDE, BETA-(P)

β-Nicotinamide adenine dinucleotide ,98%

β-Nicotinamide adenine dinucleotide ,97.5%

-NICOTINAMIDE ADENINE DI-NUCLEOTIDE ANALYTICAL GRADE

beta-Nicotinamide adenine dinucleotide Hydrate from yeast

β-Nicotinamide adenine dinucleotide hydrate,β-DPN, β-NAD, Coenzyme1, Cozymase, DPN, Diphosphopyridine nucleotide, NAD, Nadide

β-Nicotinamide adenine dinucleotide,β-DPN, β-NAD, Coenzyme1, Cozymase, DPN, Diphosphopyridine nucleotide, Nadide

beta-Diphosphopyridi

beta-Nicotinamide adenine dinucleotide hydrate, 98+%

beta-Diphosphopyridine nucleotide beta-Nicotinamide adenine dinucleotide

Diphosphopyridinnucleotid

<i>β</i>-Nicotinamide adenine dinucleotide

beta-Nicotinamide adenine dinucleotide hydrate Vetec(TM) reagent grade, >=96.5%

AMMONIA BUFFER SOLN

POTASSIUM IODATE-IODIDE SOLN

[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl

Cozymasei(NAD+)

beta-Diphosphopyridine nucleotide (NAD)

Nicotinamide adenine dinucleotide(NAD+) monosodium salt

BETA-NICOTINAMIDE ADENINE DINUCLEOTI

NAD, APPROX. 100%, GRADE I, LYO., 1G

NAD, APPROX. 100%, GRADE I, LYO., 5G

NAD, APPROX. 98%, LYO., 1 G

β-Nicotinamide Adenine Dinuclotide NAD Food grade

eotide

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*SIGM AULTRA FROM

BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE M ONOHYDRATE F.YEAST

B-NICOTINAMIDE ADENINE DINUCLEOTIDE*FROM YEAST

BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE D IHYDRATE F. YEAST