Gemcitabine, pyrrologemcitabine, and 2′-fluoro-2′-deoxycytidines: Synthesis, physical properties, and impact of sugar fluorination on silver ion mediated base pairing was written by Guo, Xiurong; Leonard, Peter; Ingale, Sachin A.; Seela, Frank. And the article was included in Chemistry – A European Journal in 2017.SDS of cas: 56632-83-8 The following contents are mentioned in the article:
The stability of silver-mediated “”dC-dC”” base pairs relies not only on the structure of the nucleobase, but is also sensitive to structural modification of the sugar moiety. 2′-Fluorinated 2′-deoxycytidines with fluorine atoms in the arabino (up) and ribo (down) configuration as well as with geminal fluorine substitution (anticancer drug gemcitabine) and the novel fluorescent phenylpyrrolo-gemcitabine (phPyrGem) have been synthesized. All the nucleosides display the recognition face of naturally occurring 2′-deoxycytidine. The nucleosides were converted into phosphoramidites and incorporated into 12-mer oligonucleotides by solid-phase synthesis. The addition of silver ions to DNA duplexes with a fluorine-modified “”dC-dC”” pair near the central position led to significant duplex stabilization. The increase in stability was higher for duplexes with fluorinated sugar residues than for those with an unchanged 2′-deoxyribose moiety. Similar observations were made for “”dC-dT”” pairs and to a minor extent for “”dC-dA”” pairs. The increase in silver ion mediated base-pair stability was reversed by annulation of a pyrrole ring to the cytosine moiety, as shown for 2′-fluorinated phPyrGem in comparison with phenylpyrrolo-dC (phPyrdC). This phenomenon results from stereoelectronic effects induced by fluoro substitution, which are transmitted from the sugar moiety to the silver ion mediated base pairs. The extent of the effect depends on the number of fluorine substituents, their configuration, and the structure of the nucleobase. This study involved multiple reactions and reactants, such as 4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 56632-83-8SDS of cas: 56632-83-8).
4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 56632-83-8) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.SDS of cas: 56632-83-8
56632-83-8;4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one;The future of 56632-83-8;New trend of C9H12FN3O4;function of 56632-83-8