N1630

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

≥93% (HPLC)

• Synonym(s): β-NADPH, 2′-NADPH hydrate, 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 · xH₂O
• CAS Number: 2646-71-1
• Molecular Weight: 833.35 (anhydrous basis)
• EC Number: 220-163-3
• MDL number: MFCD00036263
• UNSPSC Code: 41106305
• PubChem Substance ID: 24897509
• NACRES: NA.51

Properties

• biological source: chicken
• assay: ≥93% (HPLC); ≥93% (spectrophotometric assay)
• form: powder
• solubility: 10 mM NaOH: soluble 50 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [Na+].[Na+].[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@H]2O[C@@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](OP([O-])([O-])=O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@H](O)[C@@H]2O
• 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-NADPH is suitable for use in:

• desaturation of fatty acids[1]
• an assay of desaturase activity[2]
• the histochemical detection of NADPH diaphorase activity in rat, rabbit and pheasant thoracic spinal cord[3]
• the measurement of glutathione in oligodendrocyte cultures[4]

Biochem/physiol Actions

β-NADPH is the reduced form of NADP⁺ generated by the pentose phosphate pathway. It serves as a carrier of reducing power and transfers H⁺ and 2 e^– to the oxidized precursors in the reduction reactions of biosynthesis.[5] It is an essential coenzyme for the catalytic activity of enzymes such as glutathione reductase, diacetyl reductase, dihydrofolate reductase, glutamic dehydrogenase, p-hydroxybenzoate hydroxylase, NADPH-FMN oxidoreductase, nitrate reductase, and thioredoxin reductase. It is also a part of cytochrome P₄₅₀ electron transport systems.[6]

NADPH is an electron donor and a cofactor for many redox enzymes including nitric oxide synthetase.

Preparation Note

Chemically reduced.

Other Notes

Packaged based on solid weight.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)