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Merck

N6505

Sigma-Aldrich

ββ-Nicotinamida adenina dinucleótico 2′-fosfato reducido tetrasodium salt hydrate

≥95% (HPLC)

Sinónimos:

ββ-NADPH, 2′-NADPH hydrate, Coenzima II reducida tetrasodium salt, Dihidronicotinamida adenina dinucleótido fosfato tetrasodium salt, NADPH Na4, Nucleótido de trifosfopiridina reducido tetrasodium salt, TPNH2 Na4

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About This Item

Fórmula empírica (notación de Hill):
C21H26N7Na4O17P3 · xH2O
Número de CAS:
Peso molecular:
833.35 (anhydrous basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥95% (HPLC)
≥95% (spectrophotometric assay)

form

powder

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].[Na+].NC(=O)C1=CN(C=CC1)[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/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

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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

El NADPH es un donante de electrones y un cofactor de muchas enzimas rédox, entre ellas la óxido nítrico sintetasa.

Preparation Note

Enzymatically reduced.

Other Notes

Envasado en función del peso sólido.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Christine J Weydert et al.
Nature protocols, 5(1), 51-66 (2010-01-09)
Cells contain a large number of antioxidants to prevent or repair the damage caused by reactive oxygen species, as well as to regulate redox-sensitive signaling pathways. General protocols are described to measure the antioxidant enzyme activity of superoxide dismutase (SOD)
Kevin P Grace et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(5), 1622-1633 (2012-02-04)
Serotonin type 1A (5-HT(1A)) receptor-responsive neurons in the pedunculopontine tegmental nucleus (PPTn) become maximally active immediately before and during rapid eye movement (REM) sleep. A prevailing model of REM sleep generation indicates that activation of such neurons contributes significantly to
Jagdish K Racha et al.
Drug metabolism and pharmacokinetics, 18(2), 128-138 (2004-12-25)
The CYP3A4 enzyme is known for its atypical inhibition kinetics; ligand inhibition can differ depending upon the probe drug used. A high throughput-LCMS/MS CYP3A4 inhibition assay with four substrate drugs was developed to minimize the potential oversight of CYP3A4 inhibition.
Elodie Saudrais et al.
American journal of physiology. Cell physiology, 315(4), C445-C456 (2018-06-28)
Hydrogen peroxide, released at low physiological concentration, is involved in different cell signaling pathways during brain development. When released at supraphysiological concentrations in brain fluids following an inflammatory, hypoxic, or toxic stress, it can initiate lipid peroxidation, protein, and nucleic
Carlos Blanco-Centurion et al.
The European journal of neuroscience, 19(10), 2741-2752 (2004-05-19)
The hypocretin neurons have been implicated in regulating sleep-wake states as they are lost in patients with the sleep disorder narcolepsy. Hypocretin (HCRT) neurons are located only in the perifornical region of the posterior hypothalamus and heavily innervate pontine brainstem

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