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https://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: | https://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) |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 700346.pdf | 1.05 MB | Adobe PDF | View/Open |
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