2. The Constructions of Stable Nucleic Nanostructures Anna Feng, Tamika Roberts Dr. James Canary Johan Guillaume NYU Department of Chemistry

3. Background Information DNA, also known as deoxyribonucleic acid, contains genetic information that is passed from parents to their offspring. DNA contains 4 nucleic base pairs, which are Adenine, Thiamine, Cytosine and Guanine. The DNA molecules that we use in our experiments are made in the lab using chemical synthesis.

4. Introduction The goal of this project is to construct DNA molecules that will be modified to stay rigid in many extreme conditions such as acidity or basicity, and heat. The result of this project can be applied to the development of new drugs (antisense) and the advancement of nanotechnology.

5. Key Terms Nanostructure: A material whose size ranges from 1 to 99 nanometers. Nanotechnology: branch of science that deals with materials smaller than 100 nanometers. Nucleic Acid: Either DNA or RNA. Nucleic acids are used in the cell as storage of genetic information.

6. DNA and Synthesized Monomers

7. Project Overview

8. Synthesis

9. Materials and Methods The main methods used throughout this project are: Organic Synthesis Column Chromatography HPLC Mass Spectroscopy NMR Spectroscopy

10. Results The structures of the compounds made in this project were verified using Nuclear Magnetic Resonance (NMR) and Mass Spectroscopy. The synthesis of the compounds has been successful.

11. Conclusion The results of the project can eventually be used in areas of medicine, pharmacology, and nanotechnology.

12. Acknowledgment Dr. James Canary Johan Guillaume Dr. Sat Bhattacharya Harlem Children Society NYU Department of Chemistry

13. Bibliography Zhu, L., et al. Reaction of N3-Benzoyl-3’,5’-O-(Di-tertbutylsilanediyl)Uridine with hindered Electrophiles: Intermolecular N3 to 2’-O Protecting group transfer. Nucleoside, Nucleotides, & Nucleic Acid, 2002, 21, 723. Urban, E.; Noe, C. R. Structural Modification of Antisense Oligonucleotide. Il Farmaco, 2003, 58, 243. Werner, D.; Helmut, B.; Noe, R.C. Investigations on the influence of 2’-O-alkyl Modifications on the Base Pairing Properties of Oligonucleotides. Pharmaceutica Acta Helvetiae, 1998, 73, 3. Seeman, N. Biochemistry and Structural DNA Nanotechnology: An Evolving Symbiotic Relationship. Biochemistry, 2003, 42, 7260. Zhu, L., et al. Nylon/DNA: Single-Stranded DNA with Covalently Stitched Nylon Lining. J. Am. Chem. Soc., 2003, 125, 10178-10179. Seeman, N. C. DNA Engineering and its Application to Nanotechnology. TIBTECH, 1999, 17, 437. Seeman, N. C. Nucleic Acid Nanostructure and Topology. Angew. Chem. Int. Ed., 1998, 37, 3220-3238. Poulin-Kerstien, A.; Dervan B. P. DNA-Templated Dimerization of Hairpin Polyamides. J. Am. Chem. Soc., 2003, 125, 15811-15821.

14. Thanks! ^___^