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N5755 Sigma-Aldrich

β-Nicotinamide adenine dinucleotide phosphate hydrate

Synonym: β-NADP, Coenzyme II, NADP, TPN, Triphosphopyridine nucleotide

  • CAS Number 53-59-8 (anhydrous)

  • Empirical Formula (Hill Notation) C21H28N7O17P3 · xH2O

  • Molecular Weight 743.41 (anhydrous basis)

  •  MDL number MFCD10567218

  •  PubChem Substance ID 24897747

  •  NACRES NA.51

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Properties

Related Categories Biochemicals and Reagents, Bulk vials, Core Bioreagents, NAD(P)(H) and Analogs, NADP,
assay   ≥95% (HPLC)
  ≥95% (spectrophotometric assay)
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

Packaging

1 g in glass bottle

100, 250, 500 mg in glass bottle

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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Single- & multi-channel pipettes from BRAND
Protocols & Articles
Peer-Reviewed Papers
15

References

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