z-logo
open-access-imgOpen Access
DNA-Templated N(Me)-Alkoxyamine Glycosylation
Author(s) -
Tommi Österlund,
Heidi Korhonen,
Pasi Virta
Publication year - 2018
Publication title -
organic letters
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.8b00113
Subject(s) - chemistry , glycosylation , glycosidic bond , dna , yield (engineering) , catalysis , ligation , combinatorial chemistry , biochemistry , microbiology and biotechnology , enzyme , materials science , metallurgy , biology
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 may hence be an attractive pH controlled reaction for the assembly of DNA-based dynamic products.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.
Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom