Key Documents

View All Documentation

N1630

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

Name: β-Nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt hydrate
Brand: SIGMA

≥93% (HPLC)

Synonym(s):

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₆N₇Na₄O₁₇P₃ · xH₂O

CAS Number:

2646-71-1

Molecular Weight:

833.35 (anhydrous basis)

NACRES:

NA.51

PubChem Substance ID:

24897509

UNSPSC Code:

41106305

EC Number:

220-163-3

MDL number:

MFCD00036263

Form:

powder

Assay:

≥93% (HPLC), ≥93% (spectrophotometric assay)

Solubility:

10 mM NaOH: soluble 50 mg/mL, clear

Biological source:

chicken

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

biological source

chicken

Quality Level

300

assay

≥93% (HPLC), ≥93% (spectrophotometric assay)

form

powder

solubility

10 mM NaOH: soluble 50 mg/mL, clear

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@H]2O[C@@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](OP([O-])([O-])=O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@H](O)[C@@H]2O

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

Application

β-NADPH is suitable for use in:

desaturation of fatty acids
an assay of desaturase activity
the histochemical detection of NADPH diaphorase activity in rat, rabbit and pheasant thoracic spinal cord
the measurement of glutathione in oligodendrocyte cultures

Biochem/physiol Actions

β-NADPH is the reduced form of NADP⁺ generated by the pentose phosphate pathway. It serves as a carrier of reducing power and transfers H⁺ and 2 e^– to the oxidized precursors in the reduction reactions of biosynthesis. It is an essential coenzyme for the catalytic activity of enzymes such as glutathione reductase, diacetyl reductase, dihydrofolate reductase, glutamic dehydrogenase, p-hydroxybenzoate hydroxylase, NADPH-FMN oxidoreductase, nitrate reductase, and thioredoxin reductase. It is also a part of cytochrome P₄₅₀ electron transport systems.

NADPH is an electron donor and a cofactor for many redox enzymes including nitric oxide synthetase.

Preparation Note

Chemically reduced.

Other Notes

Packaged based on solid weight.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Comparative analysis of NADPH-diaphorase positive neurons in the rat, rabbit and pheasant thoracic spinal cord. A histochemical study.

D Kluchová et al.

European journal of histochemistry : EJH, 45(3), 239-248 (2002-01-05)

The distribution of NADPH-diaphorase (NADPH-d) activity was investigated and compared in the rat, rabbit and pheasant thoracic spinal cord. The investigation of all spinal cord regions (laminae) in three experimental species revealed marked differences in the distribution of NADPH-d activity.

In vitro ferredoxin-dependent desaturation of fatty acids in cyanobacterial thylakoid membranes.

H Wada et al.

Journal of bacteriology, 175(2), 544-547 (1993-01-01)

Thylakoid membranes isolated from the cyanobacterium Synechocystis sp. strain PCC6803 were capable of desaturating the acyl groups in monogalactosyl diacylglycerol. This desaturation reaction required the reduced form of ferredoxin.

William B. Wood

Biochemistry: A Problems Approach, 195-195 null

The desA gene of the cyanobacterium Synechocystis sp. strain PCC6803 is the structural gene for delta 12 desaturase.

H Wada et al.

Journal of bacteriology, 175(18), 6056-6058 (1993-09-01)

The desA gene of the cyanobacterium Synechocystis sp. strain PCC6803 was expressed in Escherichia coli, which does not contain any fatty acid desaturase. The product of the desA gene catalyzed the desaturation of fatty acids at the delta 12 position.

Maturation-dependent vulnerability of oligodendrocytes to oxidative stress-induced death caused by glutathione depletion.

S A Back et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 18(16), 6241-6253 (1998-08-11)

Death of oligodendrocyte (OL) precursors can be triggered in vitro by cystine deprivation, a form of oxidative stress that involves depletion of intracellular glutathione. We report here that OLs demonstrate maturation-dependent differences in survival when subjected to free radical-mediated injury

View All Related Papers

Protocols

Enzymatic Assay of Ferredoxin NADP Reductase (EC 1.18.12)

Enzymatic Assay of Ferredoxin NADP Reductase - To standardize a procedure for the enzymatic assay of Ferredoxin NADP Reductase (EC.1.18.12).

Global Trade Item Number

SKU	GTIN
N1630-1G	04061835557905
N1630-250MG	04061835557912
N1630-25MG	04061835557929
N1630-100MG	04061835557899
N1630-5G	04061835546220
N1630-50MG	04061835557936
N1630-500MG	04061835506460

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