1,4-linked 1,2,3-Triazole containing chimeric PNA (aeg-TzNA) oligomers

Abstract

This is the first report of synthesis of triazole analogues of PNA in which the amide bond of PNA is replaced by 1,2,3-triazole ring. The triazole ring is synthesized by click chemistry on solid resin, which is also new and novel. Triazole polyners are increasingly attracting attention recently (see introduction) and the peptide bond replacement with triazole is also of recent interest. triazole ring brings more order into the backbone upto some degree of replacement and beyond which, it becomes so self ordered that the completely modified triazole oligomers do not hybridize to complementary DNA. However the high degree of self ordering is indicated by higher thermal melting of single stranded oligomers. This is perhaps due to the higher dipole moment of triazole ring compared to amide bonds. Although we have provided data on only triplex melting of oligo triazolyl thymines, work is under progress for similar studies with duplexes. The work has lead to new class of chimeric PNA - TzNA ologomers with novel self ordered properties.