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Merck

N1630

Sigma-Aldrich

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

≥93% (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)
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥93% (HPLC)
≥93% (spectrophotometric assay)

form

powder

solubility

10 mM NaOH: soluble 50 mg/mL, clear

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-NADPH is suitable for use in:
  • desaturation of fatty acids
  • an assay of desaturase activity
  • the histochemical detection of NADPH diaphorase activity in rat, rabbit and pheasant thoracic spinal cord
  • the measurement of glutathione in oligodendrocyte cultures

Biochem/physiol Actions

El NADPH es un donante de electrones y un cofactor de muchas enzimas rédox, entre ellas la óxido nítrico sintetasa.
β-NADPH is the reduced form of NADP+ generated by the pentose phosphate pathway. It serves as a carrier of reducing power and transfers H+ and 2 e to the oxidized precursors in the reduction reactions of biosynthesis. It is an essential coenzyme for the catalytic activity of enzymes such as glutathione reductase, diacetyl reductase, dihydrofolate reductase, glutamic dehydrogenase, p-hydroxybenzoate hydroxylase, NADPH-FMN oxidoreductase, nitrate reductase, and thioredoxin reductase. It is also a part of cytochrome P450 electron transport systems.

Preparation Note

Chemically reduced.

Other Notes

Envasado en función del peso sólido.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Visite la Librería de documentos

D Kluchová et al.
European journal of histochemistry : EJH, 45(3), 239-248 (2002-01-05)
The distribution of NADPH-diaphorase (NADPH-d) activity was investigated and compared in the rat, rabbit and pheasant thoracic spinal cord. The investigation of all spinal cord regions (laminae) in three experimental species revealed marked differences in the distribution of NADPH-d activity.
S A Back et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(16), 6241-6253 (1998-08-11)
Death of oligodendrocyte (OL) precursors can be triggered in vitro by cystine deprivation, a form of oxidative stress that involves depletion of intracellular glutathione. We report here that OLs demonstrate maturation-dependent differences in survival when subjected to free radical-mediated injury
William B. Wood
Biochemistry: A Problems Approach, 195-195 null
H Wada et al.
Journal of bacteriology, 175(2), 544-547 (1993-01-01)
Thylakoid membranes isolated from the cyanobacterium Synechocystis sp. strain PCC6803 were capable of desaturating the acyl groups in monogalactosyl diacylglycerol. This desaturation reaction required the reduced form of ferredoxin.
Berg, J.M., et al.
Biochemistry (5th Edition) (2002)

Protocolos

Enzymatic Assay of Ferredoxin NADP Reductase - To standardize a procedure for the enzymatic assay of Ferredoxin NADP Reductase (EC.1.18.12).

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