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| Triphosphopyridine nucleotide Basic information |
| Product Name: | Triphosphopyridine nucleotide | | Synonyms: | nadide phosphate;B-NICOTINAMIDE ADENINE DINUCLEOTIDE*PHOS PHATE FREE;β-nicotinamide adenine dinucleotide phosphate hydrate;B-NICOTINAMIDEADENINEDINUCLEOTIDEPHOSPHATE,HYDRATE;[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-[[[[(2R,3S,4R,5R)-5-(5-carbamoylpyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid;TPN;TPNH;TRIPHOSPHOPYRIDINE NUCLEOTIDE | | CAS: | 53-59-8 | | MF: | C21H28N7O17P3 | | MW: | 743.41 | | EINECS: | 200-178-1 | | Product Categories: | 53-59-8 | | Mol File: | 53-59-8.mol |
| Triphosphopyridine nucleotide Chemical Properties |
| Triphosphopyridine nucleotide Usage And Synthesis |
| Description | Triphosphopyridine nucleotide is a coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. Triphosphopyridine nucleotide serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). | | Chemical Properties | Triphosphopyridine nucleotide is white or off-white powder, it is easy to absorb moisture and deliquescence. pKa{1}=3.9; pKa{2}=6.1. It is soluble in water, methanol, insoluble in ethanol, insoluble in ether and ethyl acetate. | | Uses | β-Nicotinamide adenine dinucleotide phosphate hydrate is suitable for use in:the measurement of Glucose-6-phosphate dehydrogenase activitythe Cytochrome P450 3A4 assay as a part of NADPH-regenerating systemthe Cytochrome P450 2D6 assay as a part of NADPH-regenerating systemthe determination of Glucose-6-phosphate content | | Definition | The oxidized form of nicotinamide adenine dinucleotide phosphate (NADP) that receives electrons
from photosystem I during photosynthesis. It exists
as an anion under normal physiologic conditions. | | Biological Functions | Triphosphopyridine nucleotide (NADP) serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). | | 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). | | Purification Methods | Purify NMN by passage through a column of Dowex-1 (Clform) and washing with H2O until no absorbance is observed at 260 nm. The tubes containing NMN are pooled, adjusted to pH 5.5-6 and evaporated in vacuo to a small volume. This is adjusted to pH 3 with dilute HNO3 in an ice-bath and treated with 20volumes of Me2CO at 0-5o. The heavy white precipitate is collected by centrifugation at 0o. It is best stored wet and frozen or it can be dried to give a gummy residue. It has max 266nm ( 4,600) and min 249nm ( 3600) at pH 7.0 (i.e. no absorption at 340nm). It can be estimated by reaction with CNor hydrosulfite which form the 4-adducts (equivalent to NADH) which have UV max 340nm ( 6,200). Thus after reaction, an OD340 of one is obtained from a 0.1612mM solution in a 1cm path cuvette. [Plaut & Plaut Biochemical Preparations 5 56 1957, Maplan & Stolzenbach Methods Enzymol 3 899 1957, Kaplan et al. J Am Chem Soc 77 815 1955, Beilstein 22/2 V 168.] |
| Triphosphopyridine nucleotide Preparation Products And Raw materials |
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