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Merck

N9660

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt

vial of 5 mg

Synonyme(s) :

β-NADPH, 2′-NADPH, Coenzyme II reduced tetrasodium salt, Dihydronicotinamide adenine dinucleotide phosphate tetrasodium salt, NADPH Na4, TPNH2 Na4, Triphosphopyridine nucleotide reduced tetrasodium salt

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A propos de cet article

Formule empirique (notation de Hill) :
C21H26N7Na4O17P3
Poids moléculaire :
833.35
UNSPSC Code:
41106305
PubChem Substance ID:
24897910
EC Number:
220-163-3
NACRES:
NA.51
MDL number:
MFCD00036263
Form:
powder

Principaux documents

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Nom du produit

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt, vial of 5 mg

SMILES string

[Na+].[Na+].[Na+].[Na+].[P](=O)([O-])([O-])O[C@H]1[C@@H](O[C@@H]([C@H]1O)CO[P](=O)([O-])O[P](=O)([O-])OC[C@@H]4O[C@@H]([C@H]([C@H]4O)O)N5C=C(CC=C5)C(=O)N)[n]2c3ncnc(c3nc2)N

InChI

1S/C21H30N7O17P3.4Na/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;;;;/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35);;;;/q;4*+1/p-4/t10-,11+,13-,14+,15-,16+,20-,21+;;;;/m0..../s1

InChI key

WYWWVJHQDVCHKF-MPUNMZHWSA-J

form

powder

packaging

vial of 5 mg

Quality Level

200

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Catégories apparentées

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).

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 vivo by the pentose phosphate pathway (PPP).
Electron donor; cofactor for many redox enzymes including nitric oxide synthetase

Other Notes

Packaged based on NADPH content as determined by UV-Vis.

Preparation Note

Chemically reduced

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000458817
0000458817
0000253558
0000253558
SLCK0213

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Consulter la Bibliothèque de documents

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
Estrogen signaling and neuroprotection in cerebral ischemia.
Brann D, Raz L, Wang R, et al.
Journal of Neuroendocrinology, 24(1), 34-47 (2011)
Paul A Fraser
Free radical biology & medicine, 51(5), 967-977 (2011-06-30)
The brain endothelium constitutes a barrier to the passive movement of substances from the blood into the cerebral microenvironment, and disruption of this barrier after a stroke or trauma has potentially fatal consequences. Reactive oxygen species (ROS), which are formed
Grant R Drummond et al.
Nature reviews. Drug discovery, 10(6), 453-471 (2011-06-02)
NADPH oxidases are a family of enzymes that generate reactive oxygen species (ROS). The NOX1 (NADPH oxidase 1) and NOX2 oxidases are the major sources of ROS in the artery wall in conditions such as hypertension, hypercholesterolaemia, diabetes and ageing
Suman Santra et al.
PloS one, 15(7), e0236992-e0236992 (2020-08-01)
We wanted to investigate whether Isoniazid (INH) can directly stimulate activation of hepatic stellate cells (HSCs) and enhance production of collagen. Treatment of human hepatic stellate cell line LX2 with or without 5μM INH for 24 to 72 hours was

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