Refereed journal article or data article (A1)

DNA-Templated N(Me)-Alkoxyamine Glycosylation




List of Authors: Tommi Österlund, Heidi Korhonen, Pasi Virta

Publisher: AMER CHEMICAL SOC

Publication year: 2018

Journal: Organic Letters

Journal name in source: ORGANIC LETTERS

Journal acronym: ORG LETT

Volume number: 20

Issue number: 6

Number of pages: 4

ISSN: 1523-7060

eISSN: 1523-7052

DOI: http://dx.doi.org/10.1021/acs.orglett.8b00113


Abstract
The potential of N(Me)-alkoxyamine glycosylation as a DNA-templated ligation has been studied. On a hairpin stem-template model, a notable rate enhancement and an increased equilibrium yield are observed compared to the corresponding reaction without a DNA catalyst. The N-glycosidic connection is dynamic at pH 5, whereas it becomes irreversible at pH 7. The N(Me)-alkoxyamine glycosylation I may hence be an attractive pH controlled reaction for the assembly of DNA-based dynamic products.


Last updated on 2021-24-06 at 10:38