N5755

β-Nicotinamide adenine dinucleotide phosphate hydrate

• Synonym(s): β-NADP, Coenzyme II, NADP, TPN, Triphosphopyridine nucleotide
• Empirical Formula (Hill Notation): C₂₁H₂₈N₇O₁₇P₃ · xH₂O
• CAS Number: 53-59-8
• Molecular Weight: 743.41 (anhydrous basis)
• MDL number: MFCD10567218
• UNSPSC Code: 41106305
• PubChem Substance ID: 24897747
• NACRES: NA.51

Properties

• assay: ≥95% (HPLC); ≥95% (spectrophotometric assay)
• form: powder
• solubility: H₂O: soluble 50 mg/mL, clear, colorless to faintly yellow
• cation traces: sodium and potassium: ≤0.04%
• storage temp.: −20°C
• SMILES string: O.NC(=O)c1ccc[n+](c1)[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/C21H28N7O17P3.H2O/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;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);1H2/t10-,11-,13-,14-,15-,16-,20-,21-;/m1./s1
• InChI key: ZKJOXOJMGXFSPF-QYZPTAICSA-N

Description

Application

β-Nicotinamide adenine dinucleotide phosphate hydrate is suitable for use in:

• the measurement of Glucose-6-phosphate dehydrogenase activity
• the Cytochrome P450 3A4 assay as a part of NADPH-regenerating system
• the Cytochrome P450 2D6 assay as a part of NADPH-regenerating system
• the determination of Glucose-6-phosphate content

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 vivio by the pentose phosphate pathway (PPP).

Electron acceptor

Other Notes

Packaged based on solid weight.

This is a common form of NADP.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves