β-NADPH Tetrasodium Salt Hydrate

CAS: 2646-71-1

Ref. TR-N201500

Product Information

• Name: β-NADPH Tetrasodium Salt Hydrate
• Synonyms: 2'-(Dihydrogen Phosphate) 5'-(Trihydrogen Pyrophosphate)adenosine 5'5'-Ester 1,4-Dihydro-1-β-D-ribofuranosylnicotinamide Tetrasodium Salt Hydrate, Adenosine 5′-(trihydrogen diphosphate), 2′-(dihydrogen phosphate), P′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-3-pyridinecarboxamide, sodium salt (1:4), Adenosine 5′-(trihydrogen diphosphate), 2′-(dihydrogen phosphate), P′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-3-pyridinecarboxamide, tetrasodium salt, Adenosine, 2′-(dihydrogen phosphate) 5′-(trihydrogen pyrophosphate), 5′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosylnicotinamide, tetrasodium salt, Beta-Nadph Tetrasodium Salt, Nadph, Nicotinamide Hypoxanthine Dinucleotide*Phosphate, Sodium adenosine 5′-(trihydrogen diphosphate) 2′-(dihydrogen phosphate) P′→5′-ester with 1,4-dihydro-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-3-pyridinecarboxamide (4:1), [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate, tetrasodium [(2R,3S,4R,5R)-2-(6-aminopurin-9-yl)-5-[[[[(2R,3R,4S,5S)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphate

Description

Applications One of the biologically active forms of nicotinic acid. Differs from NAD by an additional phosphate group at the 2’-position of the adenosine moiety. Serves as a coenzyme of hydrogenases and dehydrogenases. Present in living cells primarily in the reduced form (NADPH) and is involved in synthetic reactions.
References Bartlett, G.R., et al.: J. Biol. Chem., 234, 449 (1959), Dixon, M., et al.: Science, 132, 1548 (1960), Heyes, D., et al.: Biochemistry, 43, 8265 (2004), Dietzek, B., et al.: Chem. Phys. Chem., 7, 1727 (2006),

• Brand: TRC

Chemical properties

• Molecular weight: 833.35
• Formula: C₂₁H₂₆N₇O₁₇P₃Na·xH₂O
• Color/Form: White To Light Yellow
• InChI: /m1..../s1, InChI=1S/C21H30N7O17P3.4Na/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32, /q, , , , , /h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35), 4*+1/p-4/t10-,11-,13-,14-,15-,16-,20-,21-, , , ,
• InChI key: InChIKey=WYWWVJHQDVCHKF-ITGWJZMWSA-J
• SMILES: NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O[Na])OP(=O)(O[Na])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O[Na])O[Na])[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1