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Merck

N3886

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate

powder

Synonym(s):

Triphosphopyridine nucleotide sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C21H27N7NaO17P3 · xH2O
CAS Number:
698999-85-8
Molecular Weight:
765.39 (anhydrous basis)
NACRES:
NA.51
PubChem Substance ID:
24897665
UNSPSC Code:
41106305
MDL number:
MFCD00150480

Key Documents

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Product Name

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate, powder

form

powder

InChI key

CYQLUFJYVTUUFN-WUEGHLCSSA-M

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

biological source

microbial

assay

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

color

white to yellow

mp

175-178 °C (dec.) (lit.)

solubility

H2O: soluble-50 mg/mL, clear, colorless to greenish-yellow

storage temp.

−20°C

Quality Level

300

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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

Other Notes

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

Packaging

Packaged by solid weight.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000504673
0000504676
0000504673
0000504676
0000366009

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Alzheimer's disease and cholesterol: the fat connection.
Canevari L, Clark JB.
Neurochemical Research, 32, 739-750 (2997)
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
Estrogen signaling and neuroprotection in cerebral ischemia.
Brann D, Raz L, Wang R, et al.
Journal of Neuroendocrinology, 24(1), 34-47 (2011)
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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