CAS 95740-26-4

1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-ethynylpyrimidine-2,4(1H,3H)-dione

Description:

1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-ethynylpyrimidine-2,4(1H,3H)-dione, with the CAS number 95740-26-4, is a synthetic nucleoside analog that exhibits structural similarities to natural nucleosides. This compound features a pyrimidine ring substituted with an ethynyl group and a deoxyfluoro sugar moiety, which enhances its stability and bioactivity. The presence of the fluorine atom at the 2-position of the sugar enhances its resistance to enzymatic degradation, making it a potential candidate for antiviral or anticancer therapies. The ethynyl group contributes to its ability to interact with biological targets, potentially inhibiting viral replication or tumor growth. Its unique structure allows it to mimic nucleotides, which can interfere with nucleic acid synthesis. As a result, this compound is of interest in medicinal chemistry and pharmaceutical research, particularly in the development of new therapeutic agents. However, detailed studies on its pharmacokinetics, toxicity, and efficacy are essential for understanding its potential applications in clinical settings.

Formula: C₁₁H₁₁FN₂O₅

InChI: InChI=1/C11H11FN2O5/c1-2-5-3-14(11(18)13-9(5)17)10-7(12)8(16)6(4-15)19-10/h1,3,6-8,10,15-16H,4H2,(H,13,17,18)/t6-,7+,8-,10-/m1/s1

(2’S)-2’-Deoxy-2’-fluoro-5-ethynyluridine

Controlled Product

CAS: 95740-26-4

Applications (2′S)-2′-Deoxy-2′-fluoro-5-ethynyluridine is a commonly used probe for DNA synthesis in vivo as it exhibits minimal impact on genome function in diverse tissue types. (2′S)-2′-deoxy-2′-fluoro-5-ethynyluridine is also ideally suited for metabolic DNA labeling when prolonged cell survival and undisturbed cell cycle progression are necessary, such as for pulse-chase experiments aimed at “birth dating” DNA in vivo.
References Neef, A.B., et al.: P. Natl. Acad. Sci.., 108, 20404 (2011);

Formula: C₁₁H₁₁FN₂O₅

Color and Shape: Neat

Molecular weight: 270.214

Ref: TR-D232980

(2’S)-2’-Deoxy-2’-fluoro-5-ethynyluridine

CAS: 95740-26-4

(2’S)-2’-Deoxy-2’-fluoro-5-ethynyluridine is a mutagen that is used as a labeling agent for DNA. It is incorporated into the mammalian cell genome and can be visualized under microscopy. This compound has been shown to induce mutations in stem cells and is hypothesized to cause cancer by altering the structure of the DNA template. The mutagenicity of this compound has been demonstrated by quantifying the number of mutations in mammalian cells and by labeling bromodeoxyuridine with (2’S)-2’-deoxy-2’-fluoro-5-ethynyluridine. The fluorescence intensity increases when it binds to dsDNA, which can be measured using fluorescent microscopy.

Formula: C₁₁H₁₁FN₂O₅

Purity: Min. 95%

Molecular weight: 270.21 g/mol

Ref: 3D-FD90413