Skip to Content
Merck
All Photos(1)

Documents

N6132

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide 3′-phosphate reduced form sodium salt

≥90%

Synonym(s):

3′-NADPH, 3′-TPNH

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C21H30N7O17P3
Molecular Weight:
745.42
EC Number:
220-163-3
MDL number:
MFCD00135611
UNSPSC Code:
41106305
PubChem Substance ID:
24897769

Assay

≥90%

form

solid

storage temp.

−20°C

SMILES string

[Na].NC(=O)C1=CN(C=CC1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(OP(O)(O)=O)C3O)n4cnc5c(N)ncnc45)C(O)C2O

InChI

1S/C21H30N7O17P3.Na.H/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);;

InChI key

ZQJHSLJFGRIJQN-UHFFFAOYSA-N

Application

β-Nicotinamide adenine dinucleotide 3′-phosphate reduced (3′-NADPH) may be used as an inhibitory analogue to study the specificity and kinetics of NADP+/NADPH-dependent enzymes. 3′-NADPH is used to study copper ion aggregation of prion protein.

Other Notes

Analog of β-NADPH, chemically reduced

Caution

This is not the common β-NADPH required in the usual enzyme systems.

Storage Class Code

13 - Non 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

Noriyuki Shiraishi et al.
The Journal of biological chemistry, 281(46), 34880-34887 (2006-09-23)
Recent studies have demonstrated that the octapeptide repeats of the N-terminal region of prion protein may be responsible for de novo generation of infectious prions in the absence of template. Here we demonstrate that PrP-(23-98), an N-terminal portion of PrP
A M Dhalla et al.
Biochemistry, 34(16), 5390-5402 (1995-04-25)
The Escherichia coli MurB gene encoding UDP-N-acetylenolpyruvylglucosamine reductase was expressed to a level of approximately 100 mg/L as a fusion construct with maltose binding protein. Rapid affinity purification, proteolysis, and anion exchange chromatography yielded homogeneous enzyme containing 1 mol/mol bound
Chikako Fukuda et al.
Applied and environmental microbiology, 73(17), 5447-5452 (2007-07-10)
NADP(H) phosphatase has not been identified in eubacteria and eukaryotes. In archaea, MJ0917 of hyperthermophilic Methanococcus jannaschii is a fusion protein comprising NAD kinase and an inositol monophosphatase homologue that exhibits high NADP(H) phosphatase activity (S. Kawai, C. Fukuda, T.

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