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N5755

Sigma-Aldrich

β-Nicotinamid-adenin-dinucleotid-phosphorsäure hydrate

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C21H28N7O17P3 · xH2O
Numéro CAS:
Poids moléculaire :
743.41 (anhydrous basis)
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Pureté

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

Niveau de qualité

Forme

powder

Solubilité

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

Traces de cations

sodium and potassium: ≤0.04%

Température de stockage

−20°C

Chaîne SMILES 

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

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

Clé InChI

ZKJOXOJMGXFSPF-QYZPTAICSA-N

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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

Actions biochimiques/physiologiques

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

Autres remarques

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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
Berg, J.M., et al.
Biochemistry (5th Edition) (2002)

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