N5130

β-Nicotinamide adenine dinucleotide phosphate, reduced tetra(cyclohexylammonium) salt

≥93%

• Synonym(s): β-NADPH, NADPH, TPNH, Triphosphopyridine nucleotide, reduced form
• Empirical Formula (Hill Notation): C₂₁H₃₀N₇O₁₇P₃ · 4C₆H₁₃N
• CAS Number: 100929-71-3
• Molecular Weight: 1142.12
• MDL number: MFCD00079504
• UNSPSC Code: 41106305
• PubChem Substance ID: 329818651
• NACRES: NA.51

Properties

• Quality Level: 200
• assay: ≥93%
• form: powder
• cation traces: Na: ≤0.1%
• storage temp.: −20°C
• SMILES string: NC1CCCCC1.NC2CCCCC2.NC3CCCCC3.NC4CCCCC4.NC(=O)C5=CN(C=CC5)[C@@H]6O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]7O[C@H]([C@H](OP(O)(O)=O)[C@@H]7O)n8cnc9c(N)ncnc89)[C@@H](O)[C@H]6O
• InChI: 1S/C21H30N7O17P3.4C6H13N/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;4*7-6-4-2-1-3-5-6/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*6H,1-5,7H2/t10-,11-,13-,14-,15-,16-,20-,21-;;;;/m1..../s1
• InChI key: PTKRUDMLGIIORX-ITGWJZMWSA-N

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).

Biochem/physiol Actions

Electron donor; cofactor for nitric oxide synthetase

Preparation Note

Chemically reduced.

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)