Nadid
NAD · β-NAD · beta-Nicotinamide adenine dinucleotide · DPN · B-NAD · beta-Diphosphopyridine nucleotide · β-nicotinamide adenine dinucleotide hydrate · cozymasei
Identifikatoren & physikalische Daten
| CAS No. | 53-84-9 |
|---|---|
| Summenformel | C21H27N7O14P2 |
| Durchschnittliche Molmasse | 663,4 g/mol |
| Monoisotopische Masse | 663,10912256 g/mol |
| SMILES | NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)([O-])OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1 |
| InChIKey | BAWFJGJZGIEFAR-NNYOXOHSSA-N |
| PubChem CID | 5892 |
| ChEMBL | CHEMBL1234613 |
| ChEBI | CHEBI:44215 |
| EC No. | 200-184-4 |
| DTXSID | DTXSID2045236 |
| Lokaler Name | Nadid |
Chemische & physikalische Eigenschaften
| XLogP | -6 |
|---|---|
| Polarare Oberfläche (TPSA) | 321 |
| H-Brücken-Donoren | 7 |
| H-Brücken-Akzeptoren | 18 |
| Frei drehbare Bindungen | 11 |
| Schwere Atome | 44 |
| Formalladung | 0 |
| Komplexität | 1.120 |
| Löslichkeit | 752.5 mg/mLH2O: 50 mg/mLSoluble in water at 50mg/ml |
| Schmelzpunkt | 140.0 - 142.0 °C140-142 °C (decomp) |
| Physical Description | Highly hygroscopic white solid[Merck Index] White powder[Sigma-Aldrich MSDS] |
| Collision Cross Section | 222.7 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]230.8 Ų [M+Na-2H]- [CCS Type: DT223.8 Ų [M-H]- [CCS Type: DT227.5 Ų [M+H]+ [CCS Type: DT226.7 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]227 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Lagerbedingungen | -20°C |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | 5.25 |
| Farbe | White |
| pH | ~3.0 (50mg/mL in water) |
| Geruch | Odorless |
| Biologische Quelle | yeast |
| Merck | 14,6344 |
| BRN | 3584133 |
| Stabilität | Stable. Hygroscopic. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | metabolomics |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChIKey | BAWFJGJZGIEFAR-WWRWIPRPSA-N |
| SMILES | NC1=NC=NC2=C1N=CN2.O[C@@H]3[C@@H](COP(O)(OP(OC[C@@H](O4)[C@@H](O)[C@@H](O)[C@H]4[N+]5=CC=CC(C(N)=O)=C5)([O-])=O)=O)OC[C@@H]3O |
| EPA chemische Informationen | Adenosine 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt (53-84-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 99.1% (114 of 115) of all reports.Not ClassifiedReported as not meeting GHS hazard criteria by 114 of 115 companies (only 0.9% companies provided GHS information). For more detailed information, please visit ECHA C&L website.Aggregated GHS information provided per 115 reports by companies from 2 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 114 of 115 reports by companies.There is 1 notification provided by 1 of 115 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: Adenosine 5'-(trihydrogen diphosphate), 5'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium hydroxide, inner saltStatus: Active Update: 11-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10862Adenosine 5'-(trihydrogen diphosphate), P'â5'-ester with 3-(aminocarbonyl)-1-.beta.-D-ribofuranosylpyridinium, inner salt: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| RTECS-Nr. | UU3450000 |
| R-Sätze (R) | 36-68/20/21/22-20/21/22-40-22 |
| Gefahrensymbole | Xn,F,Xi |
| Sicherheitshinweise (S) | 36-26-36/37-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
History
β-Nicotinamide adenine dinucleotide 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+.