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Key Documents

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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Consulter la Bibliothèque de documents

Nataliia Kovalchuk et al.
Toxicological sciences : an official journal of the Society of Toxicology, 177(2), 334-346 (2020-09-26)
Previous studies have established that cytochrome P450 enzymes (CYPs) in both liver and lung are capable of bioactivating naphthalene (NA), an omnipresent air pollutant and possible human carcinogen, in vitro and in vivo. The aim of this study was to
Xue-Qian Sun et al.
International immunopharmacology, 74, 105634-105634 (2019-06-30)
Heme oxygenase-1 (HO-1) plays a critical protective role in various insults-induced acute lung injury (ALI) through its strong anti-inflammatory, anti-oxidant, and anti-apoptotic properties, but its protective role and mechanism on seawater aspiration-induced acute lung injury remains unclear. This study aimed
Chen-Hua Huang et al.
ACS omega, 6(40), 26065-26076 (2021-10-19)
Mutations far from the center of chemical activity in dihydrofolate reductase (DHFR) can affect several steps in the catalytic cycle. Mutations at highly conserved positions and the distal distance of the catalytic center (Met-42, Thr-113, and Gly-121) were designed, including
Giovanna Salbitani et al.
Bio-protocol, 7(13), e2372-e2372 (2017-07-05)
Glutathione is an important molecule involved in the primary and secondary metabolism of all organisms. The Glutathione redox status is an indicator of the cellular redox state. Therefore, it is important to have precise methods on hand to determine the
Laura Canevari et al.
Neurochemical research, 32(4-5), 739-750 (2006-12-28)
Since the discovery of the significance of the cholesterol-carrying apolipoprotein E and cholesterolaemia as major risk factors for Alzheimer's Disease (AD) there has been a mounting interest in the role of this lipid as a possible pathogenic agent. In this

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