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Merck
CN

N9910

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

vial of 0.30-0.36 mg

Synonym(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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About This Item

Empirical Formula (Hill Notation):
C21H26N7Na4O17P3
Molecular Weight:
833.35
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Form:
solid
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form

solid

Quality Level

packaging

vial of 0.30-0.36 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

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 vivo 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

Preparation Note

Chemically reduced

Other Notes

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


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Storage Class

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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Zoltán Serfőző et al.
Cellular signalling, 30, 67-81 (2016-11-26)
Olfaction, a chemosensory modality, plays a pivotal role in the orientation and behavior of invertebrates. The central olfactory processing unit in terrestrial stylomatophoran snails is the procerebrum, which contains NO synthesizing interneurons, whose oscillatory currents are believed to be the
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
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



Global Trade Item Number

SKUGTIN
N9910-1VL04061837144233
N9910-15VL04061833291993