SYNTHESIS OF CHIRALLY PURE ORNITHINE BASED PNA ANALOGS

Citation
Ac. Vanderlaan et al., SYNTHESIS OF CHIRALLY PURE ORNITHINE BASED PNA ANALOGS, Nucleosides & nucleotides, 17(1-3), 1998, pp. 219-231
Citations number
14
Categorie Soggetti
Biology
Journal title
ISSN journal
07328311
Volume
17
Issue
1-3
Year of publication
1998
Pages
219 - 231
Database
ISI
SICI code
0732-8311(1998)17:1-3<219:SOCPOB>2.0.ZU;2-7
Abstract
A stereoselective synthesis of a chiral PNA analogue containing an orn ithine based backbone is described. In this approach each elongation c ycle consists of two individual coupling steps: i.e. extension of the free delta-amino function in the growing chain by a TOPPipU mediated c oupling with Fmoc-Om(Boc)-OH, and subsequent acylation of a free alpha -amine with thymin-1-ylacetic acid. Thyminyl decamers were prepared fo llowing this strategy and hybridization experiments indicated that the y formed stable complexes with cRNA.