Simple synthesis of the pyrimidone phosphoramidite and fluorescent DNA probes

CARB 27

Razin Momin, rmomin2@student.gsu.edu, Sarah Spencer, Jozef Salon, chejxf@langate.gsu.edu, and Zhen Huang, Huang@gsu.edu. Department of Chemistry, Georgia State University, Atlanta, GA 30303
Because it is sensitive to the chemical environment, a fluorescent DNA probe is useful in detecting a target DNA sequence and probing DNA protein interaction. For example, known DNA sequences of diseases and genes can be detected with the use of a fluorescent probe, and the fluorescent probes can also be used in detection of the DNA gene damage. Synthesis of the pyrimidone phosphoramidite for making the fluorescent DNA probes containing pyrimidone was reported previously in literature. As the literature synthesis was done in many steps with an unsatisfied overall yield, we decided to simplify the synthesis of the pyrimidone phosphoramidite. We will report here a simple synthesis of the pyrimidone phosphoramidite (three steps, just one chromatographic purification) via the reduction of a triazolide intermediate, and also present effective synthesis of the fluorescent DNA containing pyrimidone motifs.

Our research work is supported by NIH (GM069703) and NSF (0521553).

 

General Posters
6:00 PM-8:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Carbohydrate Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006