146-14-5 Usage
Chemical Properties
solid
Uses
Different sources of media describe the Uses of 146-14-5 differently. You can refer to the following data:
1. The 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
2. Labelled Flavine Adenine
xidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase
3. The 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.
Definition
An adenine
nucleotide containing two phosphate groups esterified to the sugar moiety at the 5′-position.
Purification Methods
Small 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 146-14-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 6 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 146-14:
(5*1)+(4*4)+(3*6)+(2*1)+(1*4)=45
45 % 10 = 5
So 146-14-5 is a valid CAS Registry Number.
146-14-5Relevant articles and documents
Methylene Homologues of Artemisone: An Unexpected Structure–Activity Relationship and a Possible Implication for the Design of C10-Substituted Artemisinins
Wu, Yuet,Wu, Ronald Wai Kung,Cheu, Kwan Wing,Williams, Ian D.,Krishna, Sanjeev,Slavic, Ksenija,Gravett, Andrew M.,Liu, Wai M.,Wong, Ho Ning,Haynes, Richard K.
, p. 1469 - 1479 (2016)
We sought to establish if methylene homologues of artemisone are biologically more active and more stable than artemisone. The analogy is drawn with the conversion of natural O- and N-glycosides into more stable C-glycosides that may possess enhanced biological activities and stabilities. Dihydroartemisinin was converted into 10β-cyano-10-deoxyartemisinin that was hydrolyzed to the α-primary amide. Reduction of the β-cyanide and the α-amide provided the respective methylamine epimers that upon treatment with divinyl sulfone gave the β- and α-methylene homologues, respectively, of artemisone. Surprisingly, the compounds were less active in vitro than artemisone against P. falciparum and displayed no appreciable activity against A549, HCT116, and MCF7 tumor cell lines. This loss in activity may be rationalized in terms of one model for the mechanism of action of artemisinins, namely the cofactor model, wherein the presence of a leaving group at C10 assists in driving hydride transfer from reduced flavin cofactors to the peroxide during perturbation of intracellular redox homeostasis by artemisinins. It is noted that the carba analogue of artemether is less active in vitro than the O-glycoside parent toward P. falciparum, although extrapolation of such activity differences to other artemisinins at this stage is not possible. However, literature data coupled with the leaving group rationale suggest that artemisinins bearing an amino group attached directly to C10 are optimal compounds.
-
Huennekens,Kilgour
, p. 6716 (1955)
-
Synthesis of nucleotide coenzymes via nucleoside 5'-phosphorothioate intermediates.
Hata,Nakagawa
, p. 5516 - 5516 (2007/10/09)
-
