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93205

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide phosphate disodium salt

≥97% (calc. based on dry substance, enzymatic)

Synonym(s):

β-NADH phosphate disodium salt, β-NADP-Na2, Triphosphopyridine nucleotide disodium salt

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About This Item

Empirical Formula (Hill Notation):
C21H26N7Na2O17P3
CAS Number:
24292-60-2
Molecular Weight:
787.37
EC Number:
246-129-8
MDL number:
MFCD00065390
UNSPSC Code:
41106305
PubChem Substance ID:
57653525
NACRES:
NA.51

Quality Level

100

Assay

≥97% (calc. based on dry substance, enzymatic)

form

powder

impurities

≤7% water

cation traces

Ca: ≤1000 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤20 mg/kg
K: ≤1000 mg/kg
Mg: ≤500 mg/kg
Mn: ≤350 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤50 mg/kg

storage temp.

−20°C

SMILES string

[Na+].[Na+].NC(=O)c1ccc[n+](c1)C2O[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/C21H28N7O17P3.2Na/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;;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);;/q;2*+1/p-2/t10-,11-,13-,14-,15-,16-,20?,21-;;/m1../s1

InChI key

WSDDJLMGYRLUKR-FHQWUTKFSA-L

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Application

Nicotinamide adenine dinucleotide phosphate (NADP) and NADPH form a redox pair. NADP/NADPH is a coenzyme that supports redox reactions via the transport of electrons in a vast array of applications, especially anaerobic reactions such as lipid and nucleic acid synthesis. NADP/NADPH is a coenzyme couple in various cytochrome P450 systems and oxidase/reductase reaction systems, such as the thioredoxin reductase/thioredoxin system.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reactive oxygen species (ROS) are involved in numerous physiological and pathophysiological responses. Increasing evidence implicates ROS as signaling molecules involved in the propagation of cellular pathways. The NADPH oxidase (Nox) family of enzymes is a major source of ROS in
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Sang-Choul Im et al.
Archives of biochemistry and biophysics, 507(1), 144-153 (2010-11-09)
Cytochrome P450 2B4 is a microsomal protein with a multi-step reaction cycle similar to that observed in the majority of other cytochromes P450. The cytochrome P450 2B4-substrate complex is reduced from the ferric to the ferrous form by cytochrome P450
John E Biaglow et al.
Cancer biology & therapy, 4(1), 6-13 (2005-02-03)
Thioredoxin reductase (TRX) is a selenoprotein that reduces oxidized protein substrates in an NADPH-dependent process (cf. Fig. 1). The thioredoxins (TX) are a family of small redox active proteins that undergo reversible oxidation/reduction and help to maintain the redox state
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The underlying mechanism regulating hypoxia induced alteration in female steroid hormones is first time explored in this study. To understand the mechanistic approach, female Sprague- Dawley rats were exposed to acute and chronic hypobaric hypoxia (282 mm-Hg, ~7620 m, 6 hours, 3 and

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