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Merck

N7505

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

≥97% (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

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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:
24278049
UNSPSC Code:
41106305
EC Number:
220-163-3
MDL number:
MFCD00036263
Form:
powder
Assay:
≥97% (HPLC), ≥97% (spectrophotometric assay)
Solubility:
10 mM NaOH: soluble 50 mg/mL, clear
Biological source:
chicken

Key Documents

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biological source

chicken

Quality Level

300

assay

≥97% (HPLC), ≥97% (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

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Biochem/physiol Actions

NADPH is an electron donor and a cofactor for many redox enzymes including nitric oxide synthetase.
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 against reactive oxidation species accumulation. NADPH is generated in vivo by the pentose phosphate pathway (PPP).

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)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

N7505-500MG: + N7505-BULK: + N7505-50MG: + N7505-100MG: + N7505-1G: + N7505-VAR: + N7505-25MG: + N7505-250MG:

jan

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Yan Cai et al.
Experimental neurology, 216(2), 342-356 (2009-01-27)
DCX-immunoreactive (DCX+) cells occur in the piriform cortex in adult mice and rats, but also in the neocortex in adult guinea pigs and rabbits. Here we describe these cells in adult domestic cats and primates. In cats and rhesus monkeys
Berg, J.M., et al.
Biochemistry (5th Edition) (2002)
Kun Xiong et al.
Experimental neurology, 211(1), 271-282 (2008-04-02)
Doublecortin-immunoreactive (DCX+) cells were detected across the allo- and neo-cortical regions in the adult guinea pig cerebrum, localized to layer II specifically at its border with layer I. The density of labeled cells declined with age, whereas no apparent apoptotic
William B. Wood
Biochemistry: A Problems Approach, 195-195 null
Yukiko Ohara et al.
Scientific reports, 11(1), 3191-3191 (2021-02-06)
The Kif26a protein-coding gene has been identified as a negative regulator of the GDNF-Ret signaling pathway in enteric neurons. The aim of this study was to investigate the influence of genetic background on the phenotype of Kif26a-deficient (KO, -/-) mice.
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