Skip to Content
Merck
CN

481973

NADPH, Tetrasodium Salt

A ubiquitous coenzyme that acts as an electron donor in many reactions utilizing dehydrogenase and reductase enzymes.

Synonym(s):

NADPH, Tetrasodium Salt, β-Nicotinamide-adenine Dinucleotide Phosphate, Reduced, 4Na

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C21H26N7O17P3 · 4Na
CAS Number:
2646-71-1
Molecular Weight:
833.35
MDL number:
MFCD00674870
UNSPSC Code:
41106305
NACRES:
NA.51

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

NADPH, Tetrasodium Salt, A ubiquitous coenzyme that acts as an electron donor in many reactions utilizing dehydrogenase and reductase enzymes.

SMILES string

[P](=O)(O[P](=O)(OC[C@H]3O[C@H]([C@@H]([C@@H]3O)O[P](=O)(O)O)[n]4c5ncnc(c5nc4)N)O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C=C(CC=C2)C(=O)N)O

InChI

1S/C21H30N7O17P3/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)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChI key

ACFIXJIJDZMPPO-NNYOXOHSSA-N

description

Merck USA index - 14, 6348

assay

≥90% (HPLC)
≥93% (enzymatic)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

yellow

solubility

water: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Standard Handling (A)

General description

A ubiquitous coenzyme that acts as an electron donor in many reactions utilizing dehydrogenase and reductase enzymes. It is generated by reduction of the electron acceptor NADP+. The following biological pathways involve NADPH: formation of carbohydrate from CO2 during photosynthesis, maintenance of high levels of reduced glutathione in erythrocytes, reduction of thioredoxin.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Application

NADPH, tetrasodium salt, has been used:
  • as a cofactor in the enzymatic synthesis of epoxidized metabolites from polyunsaturated fatty acids, facilitating the epoxidation reaction catalyzed by the cytochrome P450 enzyme BM3
  • in microsomal assays to evaluate the metabolic stability of CHD1L inhibitors
  • in conjunction with glutathione to reduce S-glutathionylated cysteine groups during the biotin switch assay, facilitating the detection of protein S-glutathionylation in the study of HLTF-deleted colorectal cancer models

Storage Class

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service