CAS 58-68-4

NADH

Descrição:

NADH, ou nicotinamida adenina dinucleotídeo (forma reduzida), é uma coenzima encontrada em todas as células vivas, desempenhando um papel crucial nos processos metabólicos. Está envolvida em reações redox, atuando como transportadora de elétrons na respiração celular e na produção de energia. NADH é um derivado da niacina (vitamina B3) e é essencial para a conversão de alimentos em energia, particularmente nas mitocôndrias durante a fosforilação oxidativa. A substância é tipicamente um sólido incolor a amarelo pálido, solúvel em água, e tem uma fórmula molecular de C21H27N7O14P2. Sua estrutura consiste em dois nucleotídeos unidos por seus grupos fosfato, com um nucleotídeo contendo uma base de adenina e o outro contendo nicotinamida. NADH é sensível à luz e ao calor, o que pode levar à sua degradação. Além de seu papel no metabolismo energético, NADH também está envolvido em várias vias bioquímicas, incluindo aquelas relacionadas à reparação do DNA e sinalização celular. Seus níveis nas células podem influenciar a saúde metabólica e são frequentemente estudados no contexto do envelhecimento e de várias doenças.

Fórmula: 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

Chave InChI: 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

Sinónimos:

• 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

Produto Controlado

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

Fórmula: C₂₁H₂₄D₄N₇O₁₄P₂NH₃

Cor e Forma: White To Off-White

Peso molecular: 703.53

Ref: TR-N201487