Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres
Monofluoroalkenes are fluorinated motifs that can be used to replace amide bonds. In order to be incorporated into peptides, it is normally necessary to first synthesize a dipeptide where the amide bond has been replaced with a monofluoroalkene. In that context, this review will present the racemic...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2017-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.13.262 |
| _version_ | 1818657496950112256 |
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| author | Myriam Drouin Jean-François Paquin |
| author_facet | Myriam Drouin Jean-François Paquin |
| author_sort | Myriam Drouin |
| collection | DOAJ |
| description | Monofluoroalkenes are fluorinated motifs that can be used to replace amide bonds. In order to be incorporated into peptides, it is normally necessary to first synthesize a dipeptide where the amide bond has been replaced with a monofluoroalkene. In that context, this review will present the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres described since 2007. Some applications of those compounds will also be presented. |
| first_indexed | 2024-12-17T03:42:25Z |
| format | Article |
| id | doaj.art-9325ad30e4804848918148ceb3c0de6b |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T03:42:25Z |
| publishDate | 2017-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-9325ad30e4804848918148ceb3c0de6b2022-12-21T22:04:59ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-12-011312637265810.3762/bjoc.13.2621860-5397-13-262Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteresMyriam Drouin0Jean-François Paquin1Département de chimie, Université Laval, 1045 avenue de la Médecine, Pavillon Alexandre-Vachon, Québec (Québec) G1V 0A6, CanadaDépartement de chimie, Université Laval, 1045 avenue de la Médecine, Pavillon Alexandre-Vachon, Québec (Québec) G1V 0A6, CanadaMonofluoroalkenes are fluorinated motifs that can be used to replace amide bonds. In order to be incorporated into peptides, it is normally necessary to first synthesize a dipeptide where the amide bond has been replaced with a monofluoroalkene. In that context, this review will present the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres described since 2007. Some applications of those compounds will also be presented.https://doi.org/10.3762/bjoc.13.262dipeptide isosteresmonofluoroalkene-based amide bondsmonofluoroalkenespeptidessynthesis |
| spellingShingle | Myriam Drouin Jean-François Paquin Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres Beilstein Journal of Organic Chemistry dipeptide isosteres monofluoroalkene-based amide bonds monofluoroalkenes peptides synthesis |
| title | Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres |
| title_full | Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres |
| title_fullStr | Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres |
| title_full_unstemmed | Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres |
| title_short | Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres |
| title_sort | recent progress in the racemic and enantioselective synthesis of monofluoroalkene based dipeptide isosteres |
| topic | dipeptide isosteres monofluoroalkene-based amide bonds monofluoroalkenes peptides synthesis |
| url | https://doi.org/10.3762/bjoc.13.262 |
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