title: New reagents for the introduction of reactive functional groups into chemically synthesized DNA probes.
abstract: An efficient and versatile preparative approach is described, allowing for the preparation of DNA probes modified with an aldehyde group at the 3'- or 5'-end. The developed synthetic strategy allows for the preparation of a new family of phosphoramidites and solid supports compatible with the automated synthesis of modified oligonucleotide probes. These new reagents were prepared from intermediates 3 and 3a, obtained from the commercially available aleuritic acid 1. It was demonstrated that the new phosphoramidite reagents also could be used as new types of cleavable linkers. A new and efficient method for the production of 5' aldehyde-labeled DNA probes was developed.
authors.affiliation: Third Wave Technologies, 502 S. Rosa Road, Madison, Wisconsin 53719, USA. zskrzypczynski@twt.com
authors.forename: Zbigniew
authors.initials: Z
authors.lastname: Skrzypczynski
authors.forename: Sarah
authors.initials: S
authors.lastname: Wayland
mesh_terms: D015342:DNA Probes / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D015342:DNA Probes; D009943:Organophosphorus Compounds; C434331:phosphoramidite