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Merck

N5755

β-Nicotinamid-adenin-dinucleotid-phosphorsäure hydrate

Synonyme(s) :

β-NADP, Coenzyme II, NADP, TPN, Triphosphopyridinnucleotid

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A propos de cet article

Formule empirique (notation de Hill) :
C21H28N7O17P3 · xH2O
Numéro CAS:
53-59-8
Poids moléculaire :
743.41 (anhydrous basis)
NACRES:
NA.51
PubChem Substance ID:
24897747
UNSPSC Code:
41106305
MDL number:
MFCD10567218
Assay:
≥95% (HPLC)
≥95% (spectrophotometric assay)
Biological source:
chicken liver
Form:
powder
Solubility:
H2O: soluble 50 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C

Principaux documents

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InChI

1S/C21H28N7O17P3.H2O/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;/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39);1H2/t10-,11-,13-,14-,15-,16-,20-,21-;/m1./s1

SMILES string

O.NC(=O)c1ccc[n+](c1)[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 key

ZKJOXOJMGXFSPF-QYZPTAICSA-N

biological source

chicken liver

assay

≥95% (HPLC)
≥95% (spectrophotometric assay)

form

powder

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

cation traces

sodium and potassium: ≤0.04%

storage temp.

−20°C

Quality Level

200

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Catégories apparentées

Application

β-Nicotinamide adenine dinucleotide phosphate hydrate is suitable for use in:
  • the measurement of Glucose-6-phosphate dehydrogenase activity
  • the Cytochrome P450 3A4 assay as a part of NADPH-regenerating system
  • the Cytochrome P450 2D6 assay as a part of NADPH-regenerating system
  • the determination of Glucose-6-phosphate content

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 vivio by the pentose phosphate pathway (PPP).
Electron acceptor

Other Notes

Packaged based on solid weight.
This is a common form of NADP.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000511579
0000511580
0000511580
0000511579
0000498000

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

T M Lilley et al.
Oecologia, 175(3), 811-823 (2014-05-20)
Harmful reactive oxygen species (ROS) produced during metabolism and immune responses are neutralized in part by a powerful enzymatic antioxidant system. Inter-species variability in the baseline activity of antioxidant enzymes may be explained by a variety of life history traits.
Bent H Hellum et al.
Basic & clinical pharmacology & toxicology, 102(5), 466-475 (2008-03-12)
Extracts of six commonly used commercially available herbal products, St. John's wort, common valerian, common sage, Ginkgo biloba, Echinacea purpurea and horse chestnut were investigated for their in vitro inhibitory potential of CYP3A4 mediated metabolism and P-glycoprotein efflux transport activity.
Raoul G Rosenthal et al.
Nature chemical biology, 10(1), 50-55 (2013-11-19)
The pyridine nucleotides NADH and NADPH (NAD(P)H) are ubiquitous redox coenzymes that are present in all living cells. Although about 16% of all characterized enzymes use pyridine nucleotides as hydride donors or acceptors during catalysis, a detailed understanding of how
William B. Wood
Biochemistry: A Problems Approach, 195-195 null
Bent H Hellum et al.
Basic & clinical pharmacology & toxicology, 101(5), 350-358 (2007-10-04)
The six commonly used trade herbal products, St. John's wort, common valerian, common sage, Ginkgo biloba, Echinacea purpurea and horse chestnut, and ethanol, were investigated for their in vitro inhibitory potential of cytochrome P450 2D6 (CYP2D6)-mediated metabolism. Herbal components were
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