Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/160840
Title: Inverse electron-demand Diels-Alder bioconjugation using 7-oxanorbornenes as dienophiles
Author: Agramunt, Jordi
Ginesi, Rebecca
Pedroso Muller, Enrique
Grandas Sagarra, Anna
Keywords: Solucions (Química)
Pèptids
Proteïnes
Biopolímers
Dissolvents
Solution (Chemistry)
Peptides
Proteins
Biopolymers
Solvents
Issue Date: 22-Apr-2020
Publisher: American Chemical Society
Abstract: Oligonucleotides, peptides, and peptide nucleic acids incorporating 7-oxanorbornene as a dienophile were reacted with tetrazines linked to either a peptide, d-biotin, BODIPY, or N-acetyl-d-galactosamine. The inverse electron-demand Diels-Alder (IEDDA) cycloaddition, which was performed overnight at 37 °C, in all cases furnished the target conjugate in good yields. IEDDA reactions with 7-oxanorbornenes produce a lower number of stereoisomers than that of IEDDA cycloadditions with other dienophiles.
Note: Versió postprint del document publicat a: https://doi.org/10.1021/acs.joc.0c00583
It is part of: Journal of Organic Chemistry, 2020, vol. 85, num. 10, p. 6593-6604
URI: http://hdl.handle.net/2445/160840
Related resource: https://doi.org/10.1021/acs.joc.0c00583
ISSN: 0022-3263
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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