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N3886

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate

powder

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Synonym(s):
Triphosphopyridine nucleotide sodium salt hydrate
Empirical Formula (Hill Notation):
C21H27N7NaO17P3 · xH2O
CAS Number:
Molecular Weight:
765.39 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Assay

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

Quality Level

form

powder

color

white to yellow

mp

175-178 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H]([N+]2=CC(C(N)=O)=CC=C2)O[C@@H]1COP(OP(OC[C@H]3O[C@@H](N(C=N4)C5=C4C(N)=NC=N5)[C@H](OP(O)(O)=O)[C@@H]3O)([O-])=O)([O-])=O.O.[Na+]

InChI

1S/C21H28N7O17P3.Na.H2O/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);;1H2/q;+1;/p-1/t10-,11-,13-,14-,15-,16-,20-,21-;;/m1../s1

InChI key

CYQLUFJYVTUUFN-WUEGHLCSSA-M

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1 of 4

This Item
N3139N0505N8129
form

powder

form

powder

form

powder

form

powder

color

white to yellow

color

-

color

-

color

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

mp

175-178 °C (dec.) (lit.)

mp

175-178 °C (dec.) (lit.)

mp

175-178 °C (dec.) (lit.)

mp

-

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

Electron acceptor

Packaging

Packaged by solid weight.

Other Notes

This is the common form of NADP. Do not confuse with 3′−NADP or α-NADP.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Alzheimer's disease and cholesterol: the fat connection.
Canevari L, Clark JB.
Neurochemical Research, 32, 739-750 (2997)
Estrogen signaling and neuroprotection in cerebral ischemia.
Brann D, Raz L, Wang R, et al.
Journal of Neuroendocrinology, 24(1), 34-47 (2011)
Paul A Fraser
Free radical biology & medicine, 51(5), 967-977 (2011-06-30)
The brain endothelium constitutes a barrier to the passive movement of substances from the blood into the cerebral microenvironment, and disruption of this barrier after a stroke or trauma has potentially fatal consequences. Reactive oxygen species (ROS), which are formed
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

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