Synthesis and DNA/RNA binding properties of conformationally restricted pyrrolidine-amide oligonucleotide mimics (POM)

ORGN 510

Anila I. Khan, Samuel T. H. Tan, Jordi Moral-Cardoner, and Jason Micklefield. Department of Chemistry, University of Manchester Institute of Science and Technology (UMIST), PO Box 88, Manchester, M60 1QD, United Kingdom

Modified nucleic acids and oligonucleotide mimics have attracted considerable interest for both therapeutic and diagnostic applications. Cationic Pyrrolidine-amide Oligonucleotide Mimics (POM) 1 have recently been shown to bind with high affinity and specificity to complementary DNA and RNA, whilst exhibiting a marked kinetic selectivity for RNA over DNA. The most recent results on the synthesis and biophysical properties of mixed sequence POM will be described. In addition the development of conformational restricted N-methylated quaternary ammonium (qPOM) 2, N-oxide (noPOM) 3 and c-methylated (cPOM) 4 variants will be described.

Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses 11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster Division of Organic Chemistry The 226th ACS National Meeting, New York, NY, September 7-11, 2003