Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids
Abstract α,α-Disubstituted α-amino acids (α-AAs) have improved properties compared to other types of amino acids. They serve as modifiers of peptide conformation and as precursors of bioactive compounds. Therefore, it has been a long-standing goal to construct this highly valuable scaffold efficient...
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2024-02-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-024-45790-2 |
| _version_ | 1797273990233849856 |
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| author | Yu Zhang Jaro Vanderghinste Jinxin Wang Shoubhik Das |
| author_facet | Yu Zhang Jaro Vanderghinste Jinxin Wang Shoubhik Das |
| author_sort | Yu Zhang |
| collection | DOAJ |
| description | Abstract α,α-Disubstituted α-amino acids (α-AAs) have improved properties compared to other types of amino acids. They serve as modifiers of peptide conformation and as precursors of bioactive compounds. Therefore, it has been a long-standing goal to construct this highly valuable scaffold efficiently in organic synthesis and drug discovery. However, access to α,α-disubstituted α-AAs is highly challenging and largely unexplored due to their steric constraints. To overcome these, remarkable advances have been made in the last decades. Emerging strategies such as synergistic enantioselective catalysis, visible-light-mediated photocatalysis, metal-free methodologies and CO2 fixation offer new avenues to access the challenging synthesis of α,α-disubstituted α-AAs and continuously bring additional contributions to this field. This review article aims to provide an overview of the recent advancements since 2015 and discuss existing challenges for the synthesis of α,α-disubstituted α-AAs and their derivatives. |
| first_indexed | 2024-03-07T14:52:02Z |
| format | Article |
| id | doaj.art-dd5f1addbdb84f28bbd100b12202ca34 |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-03-07T14:52:02Z |
| publishDate | 2024-02-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-dd5f1addbdb84f28bbd100b12202ca342024-03-05T19:39:06ZengNature PortfolioNature Communications2041-17232024-02-0115111810.1038/s41467-024-45790-2Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acidsYu Zhang0Jaro Vanderghinste1Jinxin Wang2Shoubhik Das3Shanghai Frontiers Science Center for Chinese Medicine Chemical Biology, Institute of Interdisciplinary Integrative Medicine Research, Shanghai University of Traditional Chinese MedicineDepartment of Chemistry, University of AntwerpShanghai Frontiers Science Center for Chinese Medicine Chemical Biology, Institute of Interdisciplinary Integrative Medicine Research, Shanghai University of Traditional Chinese MedicineDepartment of Chemistry, University of AntwerpAbstract α,α-Disubstituted α-amino acids (α-AAs) have improved properties compared to other types of amino acids. They serve as modifiers of peptide conformation and as precursors of bioactive compounds. Therefore, it has been a long-standing goal to construct this highly valuable scaffold efficiently in organic synthesis and drug discovery. However, access to α,α-disubstituted α-AAs is highly challenging and largely unexplored due to their steric constraints. To overcome these, remarkable advances have been made in the last decades. Emerging strategies such as synergistic enantioselective catalysis, visible-light-mediated photocatalysis, metal-free methodologies and CO2 fixation offer new avenues to access the challenging synthesis of α,α-disubstituted α-AAs and continuously bring additional contributions to this field. This review article aims to provide an overview of the recent advancements since 2015 and discuss existing challenges for the synthesis of α,α-disubstituted α-AAs and their derivatives.https://doi.org/10.1038/s41467-024-45790-2 |
| spellingShingle | Yu Zhang Jaro Vanderghinste Jinxin Wang Shoubhik Das Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids Nature Communications |
| title | Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids |
| title_full | Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids |
| title_fullStr | Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids |
| title_full_unstemmed | Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids |
| title_short | Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids |
| title_sort | challenges and recent advancements in the synthesis of α α disubstituted α amino acids |
| url | https://doi.org/10.1038/s41467-024-45790-2 |
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