CAS 58-68-4

NADH

Descrizione:

NADH, o nicotinamide adenine dinucleotide (forma ridotta), è una coenzima presente in tutte le cellule viventi, che svolge un ruolo cruciale nei processi metabolici. È coinvolta in reazioni redox, fungendo da trasportatore di elettroni nella respirazione cellulare e nella produzione di energia. NADH è un derivato della niacina (vitamina B3) ed è essenziale per la conversione del cibo in energia, in particolare nei mitocondri durante la fosforilazione ossidativa. La sostanza è tipicamente un solido incolore o giallo pallido, solubile in acqua, e ha una formula molecolare di C21H27N7O14P2. La sua struttura consiste in due nucleotidi uniti dai loro gruppi fosfato, con un nucleotide contenente una base di adenina e l'altro contenente nicotinamide. NADH è sensibile alla luce e al calore, il che può portare alla sua degradazione. Oltre al suo ruolo nel metabolismo energetico, NADH è coinvolto anche in vari percorsi biochimici, comprese quelli relativi alla riparazione del DNA e alla segnalazione cellulare. I suoi livelli nelle cellule possono influenzare la salute metabolica e sono spesso studiati nel contesto dell'invecchiamento e di varie malattie.

Formula: C₂₁H₂₉N₇O₁₄P₂

InChI: InChI=1/C21H29N7O14P2/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/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChI key: InChIKey=BOPGDPNILDQYTO-NNYOXOHSSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(OP(OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N5C=C(C(N)=O)CC=C5)(=O)O)(=O)O)[C@H]1O

Sinonimi:

• 1,4-Dihydronicotinamide adenine dinucleotide
• Adenosine 5'-(trihydrogen diphosphate), 5'→5'-ester with 1,4-dihydro-1-β-D-ribofuranosyl-3-pyridinecarboxamide
• Adenosine 5'-(trihydrogen pyrophosphate), 5'→5'-ester with 1,4-dihydro-1-β-D-ribofuranosylnicotinamide
• Adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-3-pyridinecarboxamide
• Adenosine 5′-(trihydrogen pyrophosphate), 5′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosylnicotinamide
• Adenosine pyrophosphate, 5'→5'-ester with 1,4-dihydro-1-β-D-ribofuranosylnicotinamide
• Adenosine pyrophosphate, 5′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosylnicotinamide
• Codehydrase I, reduced
• Codehydrogenase I, reduced
• Coenzyme I, reduced
• Cozymase I, reduced
• Dihidronicotinamida-Adenina-Dinucleotido
• Dihydrocodehydrogenase I
• Dihydrocozymase
• Dihydronicotinamid-adenin-dinucleotid
• Dihydronicotinamide adenine dinucleotide
• Dihydronicotinamide mononucleotide
• Dpnh
• Enada
• N 8129
• NADH₂
• Nadh
• Nadh2
• Nicotinamide adenine dinucleotide (reduced form)
• Nicotinamide-adenine dinucleotide, reduced
• Reduced codehydrogenase I
• Reduced diphosphopyridine nucleotide
• Reduced nicotinamide adenine dinucleotide
• Reduced nicotinamide adenine diphosphate
• Reduced nicotinamide-adenine dinucleotide (NADH)
• β-DPNH
• β-NADH
• β-Nicotineamide-adenine dinucleotide, reduced
• Adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 1,4-dihydro-1-β-D-ribofuranosyl-3-pyridinecarboxamide
• [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate
• [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate
• beta-NADH
• Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with 1,4-dihydro-1beta-D-ribofuranosylnicotinamide
• beta-DPNH
• [5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate
• [(2R,3S,4R,5S)-5-(6-amino-7H-purin-8-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1(4H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
• dihydrodiphosphopyridine nucleotide
• Reduced form
• 1,4-Dihydronicotinamideadeninedinucleotide1,4-Dihydronicotinamideadeninedinucleotide
• [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[(2R,3R,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-phosphinic acid

b-NADH-d4 (d4 major) Diammonium Salt

Prodotto controllato

CAS: 58-68-4, 606-68-8

Formula: C₂₁H₂₄D₄N₇O₁₄P₂NH₃

Colore e forma: White To Off-White

Peso molecolare: 703.53

Ref: TR-N201487