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Merck
CN

N3139

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate

powder, BioReagent, suitable for cell culture

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.75
PubChem Substance ID:
24897624
UNSPSC Code:
12352205
MDL number:
MFCD00150480

Key Documents

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Product Name

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate, powder, BioReagent, suitable for cell culture

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

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 key

CYQLUFJYVTUUFN-WUEGHLCSSA-M

product line

BioReagent

assay

≥98% (HPLC)
≥98% (spectrophotometric assay)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

175-178 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

storage temp.

−20°C

Quality Level

200

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Analysis Note

Meets or exceeds NRC specifications and is comparable to any commercial preparation available.

Application

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate has been used in the purification and crystallization of CHORD–Sgt1 cytochrome b 5 reductases (CS–b5R). It has also been used as a supplement in Dulbecco′s modified Eagle′s medium (DMEM)/F-12 medium for direct hepatic reprogramming using mouse embryonic fibroblasts (MEFs).

Biochem/physiol Actions

Electron acceptor
Nicotinamide adenine dinucleotide phosphate (NADP) is an indispensable cofactor that participates in cellular redox reactions. It acts as a hydride-accepting coenzyme and participates in substrate oxidation reactions during metabolism.

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
0000338659
0000338660
0000338661
0000310328
0000310327

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David R Benson et al.
Acta crystallographica. Section D, Structural biology, 75(Pt 7), 628-638 (2019-07-10)
Ncb5or (NADH-cytochrome b5 oxidoreductase), a cytosolic ferric reductase implicated in diabetes and neurological diseases, comprises three distinct domains, cytochrome b5 (b5) and cytochrome b5 reductase (b5R) domains separated by a CHORD-Sgt1 (CS) domain, and a novel 50-residue N-terminal region. Understanding

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