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Merck

N7785

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

vial of 10 mg, ~95%

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:
24897841
EC Number:
214-664-6
NACRES:
NA.51
MDL number:
MFCD00036263
Assay:
~95%
Form:
powder
Solubility:
0.1 mg/mL, clear, colorless (0.01 N NaOH)

Principaux documents

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Nom du produit

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt, vial of 10 mg, ~95%

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

assay

~95%

form

powder

packaging

vial of 10 mg

solubility

0.1 mg/mL, clear, colorless (0.01 N NaOH)

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).
β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt has been used in the Griess reagent assay of culture medium to reduce nitrate to nitrite and in glutathione peroxidase assay.

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
SLCG5053
SLBR2676V
SLBM5569V
SLBG2401V
SLBB6544V

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Consulter la Bibliothèque de documents

Lithium potentiate oxidative burden and reduced antioxidant status in different rat organs system
Joshi DK, et al.
Int J Toxicol Pharmacol Res, 5(1), 9-14 (2013)
Assays for nitric oxide expression
Stone WL, et al.
Methods in Molecular Biology, 245-256 (2006)
Xiao-Chuan Cai et al.
eLife, 8 (2019-10-29)
CARM1 is a cancer-relevant protein arginine methyltransferase that regulates many aspects of transcription. Its pharmacological inhibition is a promising anti-cancer strategy. Here SKI-73 (6a in this work) is presented as a CARM1 chemical probe with pro-drug properties. SKI-73 (6a) can
Cristina García-Díaz et al.
Frontiers in neuroanatomy, 15, 674649-674649 (2021-07-10)
Spatial learning and memory processes depend on anatomical and functional interactions between the hippocampus and the entorhinal cortex. A key neurophysiological component of these processes is hippocampal theta rhythm, which can be driven from subcortical areas including the pontine nucleus
Estrogen signaling and neuroprotection in cerebral ischemia.
Brann D, Raz L, Wang R, et al.
Journal of Neuroendocrinology, 24(1), 34-47 (2011)
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