N7785

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt

vial of 10 mg, ~95%

• Synonym(s): β-NADPH, 2′-NADPH, Coenzyme II reduced tetrasodium salt, Dihydronicotinamide adenine dinucleotide phosphate tetrasodium salt, NADPH Na₄, TPNH₂ Na₄, Triphosphopyridine nucleotide reduced tetrasodium salt
• Empirical Formula (Hill Notation): C₂₁H₂₆N₇Na₄O₁₇P₃
• Molecular Weight: 833.35
• EC Number: 214-664-6
• MDL number: MFCD00036263
• UNSPSC Code: 41106305
• PubChem Substance ID: 24897841
• NACRES: NA.51

Properties

• assay: ~95%
• Quality Level: 200
• form: powder
• packaging: vial of 10 mg
• SMILES string: [Na+].[Na+].[Na+].[Na+].[P](=O)([O-])([O-])O[C@H]1[C@@H](O[C@@H]([C@H]1O)CO[P](=O)([O-])O[P](=O)([O-])OC[C@@H]4O[C@@H]([C@H]([C@H]4O)O)N5C=C(CC=C5)C(=O)N)[n]2c3ncnc(c3nc2)N
• 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;;;;/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);;;;/q;4*+1/p-4/t10-,11+,13-,14+,15-,16+,20-,21+;;;;/m0..../s1
• InChI key: WYWWVJHQDVCHKF-MPUNMZHWSA-J

Description

Application

β-Nicotinamide adenine dinucleotide 2′-phosphate (NADP+) and β-Nicotinamide adenine dinucleotide 2′-phosphate, reduced (NADPH) comprise a coenzyme redox pair (NADP+:NADPH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. The NADP+/NADPH redox pair facilitates electron transfer in anabolic reactions such as lipid and cholesterol biosynthesis and fatty acyl chain elongation. The NADP⁺/NADPH redox pair is used in a variety of antioxidation mechanism where it protects agains reactive oxidation species accumulation. NADPH is generated in vivio by the pentose phosphate pathway (PPP).

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt has been used in the Griess reagent assay of culture medium to reduce nitrate to nitrite[1] and in glutathione peroxidase assay.[2]

Biochem/physiol Actions

β-Nicotinamide adenine dinucleotide 2′-phosphate (NADP⁺) and β-Nicotinamide adenine dinucleotide 2′-phosphate, reduced (NADPH) comprise a coenzyme redox pair (NADP⁺:NADPH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. The NADP⁺/NADPH redox pair facilitates electron transfer in anabolic reactions such as lipid and cholesterol biosynthesis and fatty acyl chain elongation. The NADP⁺/NADPH redox pair is used in a variety of antioxidation mechanism where it protects agains reactive oxidation species accumulation. NADPH is generated in vivo by the pentose phosphate pathway (PPP).

Electron donor; cofactor for many redox enzymes including nitric oxide synthetase

Preparation Note

Chemically reduced

Other Notes

Packaged based on NADPH content as determined by UV-Vis.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)