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N5130

Sigma-Aldrich

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

≥93%

Synonyme(s) :

β-NADPH, NADPH, TPNH, Triphosphopyridine nucleotide, reduced form

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About This Item

Formule empirique (notation de Hill):
C21H30N7O17P3 · 4C6H13N
Numéro CAS:
Poids moléculaire :
1142.12
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Niveau de qualité

Pureté

≥93%

Forme

powder

Traces de cations

Na: ≤0.1%

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

PTKRUDMLGIIORX-ITGWJZMWSA-N

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).

Actions biochimiques/physiologiques

Electron donor; cofactor for nitric oxide synthetase

Notes préparatoires

Chemically reduced.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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