Flavin adenine dinucleotide disodium salt

Flavin adenine dinucleotide disodium salt Basic information
Product Name:Flavin adenine dinucleotide disodium salt
Synonyms:RIBOFLAVIN 5'-ADENOSINE DIPHOSPHATE DISODIUM SALT;FAD-NA2;FAD;FAD 2NA;FAD DISODIUM SALT;FLAVINE-ADENINE-DINUCLEOTIDE, DISODIUM;FAD/FAD-Na2;FAD-N
CAS:84366-81-4
MF:C27H34N9NaO15P2
MW:809.55
EINECS:282-733-8
Product Categories:
Mol File:84366-81-4.mol
Flavin adenine dinucleotide disodium salt Structure
Flavin adenine dinucleotide disodium salt Chemical Properties
Melting point >203°C (dec.)
storage temp. 2-8°C
solubility Methanol (Slightly, Heated), Water (Slightly)
form Powder
color yellow to orange-brown
Water Solubility 5 g/L
Merck 14,4091
BRN 5326842
Stability:Hygroscopic
InChIInChI=1/C27H33N9O15P2.Na.H/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36;;/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43);;/t14-,15+,16+,19-,20+,21+,26+;;/s3
InChIKeyPGEPWKYNISSNIQ-JQOOTDDSNA-N
SMILESC(N1C2=CC(C)=C(C)C=C2N=C2C(NC(=O)N=C12)=O)[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@@H]1[C@H]([C@@H](O)[C@H](N2C=NC3=C(N=CN=C23)N)O1)O.[NaH] |&1:19,21,23,36,37,38,40,r|
CAS DataBase Reference84366-81-4(CAS DataBase Reference)
Safety Information
Safety Statements 24/25-22
WGK Germany 3
RTECS AU7470000
8-10-21
HS Code 29339900
MSDS Information
ProviderLanguage
ACROS English
ALFA English
Flavin adenine dinucleotide disodium salt Usage And Synthesis
DescriptionFlavin Adenine Dinucleotide Disodium Salt hydrate is an adenine-containing enzymatic redox cofactor. Also known as flavin cofactors and is critical electron transporter in living systems. FAD has been used as a predominant fluorophore to study unstained eosinophils, which exhibit autofluorescence compared to other leucocytes.
Chemical Propertiesyellow-orange powder
UsesThe prosthetic group of certain flavoproteins including D-amino acid oxidase, glucose oxidase, glycine oxidase, fumaric hydrogenase, histaminase, and xanthine oxidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase.
UsesUsed as a redox cofactor (electron carrier) for flavoproteins including succinate dehydrogenase (complex), alpha-ketoglutarate dehydrogenase, apoptosis-inducing factor 2 (AIF-M2) , AMID), folate/FAD-dependent tRNA methyltransferase, and N-hydroxylated flavoprotein monooxygenase.
DefinitionChEBI: Flavin adenine dinucleotide disodium is a flavin nucleotide.
Biological ActivityFlavin adenine dinucleotide (FAD) disodium salt is a redox cofactor, a prosthetic group of proteins, involved in several important enzymatic reactions during metabolism.
in vitroPoly(Flavin adenine dinucleotide, FAD) characterized by an additional polymer-type redox reaction is a highly effective electrocatalyst for NADH oxidation: operating at the lowest potentials reported for NADH transducers (0.00 V, pH 7.4), poly(FAD) is characterized by the electrochemical rate constant of 1.8 ± 0.6×10 -3 cm/s, which is at the level of the NADH mass-transfer constant. Poly(FAD)-modified electrodes are characterized by the dramatically improved stability and, is the most advantageous NADH transducers for analytical chemistry.
in vivoWith Flavin adenine dinucleotide (2 mg/kg), the chlorpromazine (CPZ)-induced decrease in ventricular fibrillation threshold (VFT) is significantly cancelled. Flavin adenine dinucleotide cancels the effect of CPZ on canine heart mitochondria. After injection of Flavin adenine dinucleotide, the dogs show a transient hypotension within 10 min, then their blood pressures recover to the initial level. Flavin adenine dinucleotide also prevents mitochondrial dysfunction induced by chlorpromazine.
Purification MethodsSmall quantities of FAD are purified by paper chromatography using tert-butyl alcohol/water, cutting out the main spot and eluting with water. Larger amounts can be precipitated from water as the uranyl complex by adding a slight excess of uranyl acetate to a solution at pH 6.0, dropwise and with gentle stirring. The solution is set aside overnight in the cold, and the precipitate is centrifuged off, washed with small portions of cold EtOH, then with cold peroxide-free diethyl ether. It is dried in the dark under vacuum over P2O5 at 50-60o. The uranyl complex is suspended in water, and, after adding sufficient 0.01M NaOH to adjust the pH to 7, the precipitate of uranyl hydroxide is removed by centrifugation [Huennekens & Felton Methods Enzymol 3 954 1957]. It can also be crystallised from water. It should be kept in the dark. More recently it was purified by elution from a DEAE-cellulose (Whatman DE 23) column with 0.1M phosphate buffer pH 7, and the purity was checked by TLC. [Holt & Cotton, J Am Chem Soc 109 1841 1987, Beilstein 26 III/IV 3632.]
Flavin adenine dinucleotide disodium salt Preparation Products And Raw materials
FLAVIN ADENINE DINUCLEOTIDE 2NA (FAD) Clodronate disodium RIBITYL-3,4-XYLIDINE* Adenine β-Nicotinamide adenine dinucleotide LUMIFLAVINE Riboflavin Riboflavin 5'-Monophosphate Sodium Salt Flavin adenine dinucleotide disodium salt Diphosphate 1-deaza-FAD Adenosine Ethylenediaminetetraacetic acid disodium salt 6-hydroxy-FAD 6-azido-FAD Disodium nucleotide Pamidronate disodium salt 2-fa

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