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)
• Quality Level: 200
• 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[1]
• the Cytochrome P450 3A4 assay as a part of NADPH-regenerating system[2]
• the Cytochrome P450 2D6 assay as a part of NADPH-regenerating system[3]
• the determination of Glucose-6-phosphate content[4]

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.[5] 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).[6]

Electron acceptor

Other Notes

Packaged based on solid weight.

This is a common form of NADP.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves