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N3139

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide phosphate sodium salt hydrate

powder, BioReagent, suitable for cell culture

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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:
12352205
PubChem Substance ID:
24897624
NACRES:
NA.75

product line

BioReagent

Quality Level

200

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

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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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

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.
Electron acceptor

Packaging

Packaged by solid weight.

Analysis Note

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

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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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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