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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:
698999-85-8
Molecular Weight:
765.39 (anhydrous basis)
MDL number:
MFCD00150480
UNSPSC Code:
41106305
PubChem Substance ID:
24897665
NACRES:
NA.51

Assay

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

Quality Level

300

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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Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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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