Peptide Conjugation via CuAAC ‘Click’ Chemistry
The copper (I)-catalyzed alkyne azide 1,3-dipolar cycloaddition (CuAAC) or ‘click’ reaction, is a highly versatile reaction that can be performed under a variety of reaction conditions including various solvents, a wide pH and temperature range, and using different copper sources, with or without ad...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2013-10-01
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| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/18/11/13148 |
| _version_ | 1819029308531802112 |
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| author | Istvan Toth Mariusz Skwarczynski Abdullah A. H. Ahmad Fuaad Fazren Azmi |
| author_facet | Istvan Toth Mariusz Skwarczynski Abdullah A. H. Ahmad Fuaad Fazren Azmi |
| author_sort | Istvan Toth |
| collection | DOAJ |
| description | The copper (I)-catalyzed alkyne azide 1,3-dipolar cycloaddition (CuAAC) or ‘click’ reaction, is a highly versatile reaction that can be performed under a variety of reaction conditions including various solvents, a wide pH and temperature range, and using different copper sources, with or without additional ligands or reducing agents. This reaction is highly selective and can be performed in the presence of other functional moieties. The flexibility and selectivity has resulted in growing interest in the application of CuAAC in various fields. In this review, we briefly describe the importance of the structural folding of peptides and proteins and how the 1,4-disubstituted triazole product of the CuAAC reaction is a suitable isoster for an amide bond. However the major focus of the review is the application of this reaction to produce peptide conjugates for tagging and targeting purpose, linkers for multifunctional biomacromolecules, and reporter ions for peptide and protein analysis. |
| first_indexed | 2024-12-21T06:12:12Z |
| format | Article |
| id | doaj.art-a6511304030a49b28a5dfa02775307da |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T06:12:12Z |
| publishDate | 2013-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-a6511304030a49b28a5dfa02775307da2022-12-21T19:13:31ZengMDPI AGMolecules1420-30492013-10-011811131481317410.3390/molecules181113148Peptide Conjugation via CuAAC ‘Click’ ChemistryIstvan TothMariusz SkwarczynskiAbdullah A. H. Ahmad FuaadFazren AzmiThe copper (I)-catalyzed alkyne azide 1,3-dipolar cycloaddition (CuAAC) or ‘click’ reaction, is a highly versatile reaction that can be performed under a variety of reaction conditions including various solvents, a wide pH and temperature range, and using different copper sources, with or without additional ligands or reducing agents. This reaction is highly selective and can be performed in the presence of other functional moieties. The flexibility and selectivity has resulted in growing interest in the application of CuAAC in various fields. In this review, we briefly describe the importance of the structural folding of peptides and proteins and how the 1,4-disubstituted triazole product of the CuAAC reaction is a suitable isoster for an amide bond. However the major focus of the review is the application of this reaction to produce peptide conjugates for tagging and targeting purpose, linkers for multifunctional biomacromolecules, and reporter ions for peptide and protein analysis.http://www.mdpi.com/1420-3049/18/11/13148CuAACclick chemistrychemical ligationpeptide ligation |
| spellingShingle | Istvan Toth Mariusz Skwarczynski Abdullah A. H. Ahmad Fuaad Fazren Azmi Peptide Conjugation via CuAAC ‘Click’ Chemistry Molecules CuAAC click chemistry chemical ligation peptide ligation |
| title | Peptide Conjugation via CuAAC ‘Click’ Chemistry |
| title_full | Peptide Conjugation via CuAAC ‘Click’ Chemistry |
| title_fullStr | Peptide Conjugation via CuAAC ‘Click’ Chemistry |
| title_full_unstemmed | Peptide Conjugation via CuAAC ‘Click’ Chemistry |
| title_short | Peptide Conjugation via CuAAC ‘Click’ Chemistry |
| title_sort | peptide conjugation via cuaac click chemistry |
| topic | CuAAC click chemistry chemical ligation peptide ligation |
| url | http://www.mdpi.com/1420-3049/18/11/13148 |
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