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Key Documents

N0411

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt

vial of 1 mg

Synonym(s):

β-NADPH, 2′-NADPH, Coenzyme II reduced tetrasodium salt, Dihydronicotinamide adenine dinucleotide phosphate tetrasodium salt, NADPH Na4, TPNH2 Na4, Triphosphopyridine nucleotide reduced tetrasodium salt

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5 MG
CN¥1,297.23
25 MG
CN¥1,544.45

CN¥1,297.23

List PriceCN¥1,729.63Save 25%

Available to ship onApril 27, 2025Details



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5 MG
CN¥1,297.23
25 MG
CN¥1,544.45

About This Item

Empirical Formula (Hill Notation):
C21H26N7Na4O17P3
Molecular Weight:
833.35
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

CN¥1,297.23

List PriceCN¥1,729.63Save 25%

Available to ship onApril 27, 2025Details


form

solid

Quality Level

packaging

vial of 1 mg

SMILES string

[Na+].[Na+].[Na+].[Na+].[P](=O)([O-])([O-])O[C@H]1[C@@H](O[C@@H]([C@H]1O)CO[P](=O)([O-])O[P](=O)([O-])OC[C@@H]4O[C@@H]([C@H]([C@H]4O)O)N5C=C(CC=C5)C(=O)N)[n]2c3ncnc(c3nc2)N

InChI

1S/C21H30N7O17P3.4Na/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;;;;/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35);;;;/q;4*+1/p-4/t10-,11+,13-,14+,15-,16+,20-,21+;;;;/m0..../s1

InChI key

WYWWVJHQDVCHKF-MPUNMZHWSA-J

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Show Differences

1 of 4

This Item
H6278H7904SML1122
PS48 ≥98% (HPLC)

P0022

PS48

BTB06584 ≥98% (HPLC)

SML1122

BTB06584

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

300

Quality Level

300

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

protect from light

storage condition

desiccated, protect from light

storage condition

desiccated, protect from light

storage condition

-

solubility

DMSO: >20 mg/mL

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)

solubility

DMSO: 20 mg/mL, clear

Biochem/physiol Actions

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 vivo by the pentose phosphate pathway (PPP).
Electron donor; cofactor for many redox enzymes including nitric oxide synthetase

Preparation Note

Chemically reduced

Other Notes

Packaged based on NADPH content as determined by UV-Vis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Ting Chen et al.
    iScience, 23(9), 101533-101533 (2020-10-22)
    Lanthanide-based, Förster resonance energy transfer (LRET) biosensors enabled sensitive, time-gated luminescence (TGL) imaging or multiwell plate analysis of protein-protein interactions (PPIs) in living cells. We prepared stable cell lines that expressed polypeptides composed of an alpha helical linker flanked by

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