Abstract
Carbohydrates constitute the largest source of biomass on Earth, but their synthetic modification is challenging due to their high content in oxygen functionalities. The site- and stereoselective modification of native sugars is a definite goal of glycochemistry research. Recent efforts to bypass the need for protecting groups, leveraging selective activation through photochemical mechanisms for site-selective C−C bond formation from native sugars, are likely to largely impact all glycochemistry-related areas. Davis, Koh, and co-workers have recently presented their use of photocatalysis to develop a “cap and glycosylate” approach for the site- and stereoselective C-glycosylation of native sugars. A modernized direct radical functionalization of in situ formed thioglycoside using photocatalysis was used in the synthetic manipulation of unprotected carbohydrates. This allowed reaching complex saccharides, and post-translational modification of proteins.
Original language | English |
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Article number | e202414424 |
Journal | Angewandte Chemie - International Edition |
Volume | 63 |
Issue number | 50 |
DOIs | |
Publication status | Published - 9 Dec 2024 |
Publication type | A1 Journal article-refereed |
Funding
We thank Funda\u00E7\u00E3o para a Ci\u00EAncia e Tecnologia e Minist\u00E9rio da Ci\u00EAncia, Tecnologia e Ensino Superior (FCT/MCTES) for the financial support through national funds within the scope of funding LA/P/0008/2020, UIDB/50006/2020, UIDP/50006/2020, PTDC/QUI-QOR/1131/2020. NC thanks FCT for the grant on scientific employment stimulus (institutional call, reference CEECINST/00026/2018). JP thanks FCT for his PhD grant UI/BD/153616/2022. We thank Funda\u00E7\u00E3o para a Ci\u00EAncia e Tecnologia e Minist\u00E9rio da Ci\u00EAncia, Tecnologia e Ensino Superior (FCT/MCTES) for the financial support through national funds within the scope of funding LA/P/0008/2020, UIDB/50006/2020, UIDP/50006/2020, PTDC/QUI\u2010QOR/1131/2020. NC thanks FCT for the grant on scientific employment stimulus (institutional call, reference CEECINST/00026/2018). JP thanks FCT for his PhD grant UI/BD/153616/2022.
Funders | Funder number |
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Fundação para a Ciência e a Tecnologia | |
Fundação para a Ciência e Tecnologia e Ministério da Ciência, Tecnologia e Ensino Superior | |
MCTES | LA/P/0008/2020, UIDP/50006/2020, CEECINST/00026/2018, UIDB/50006/2020, PTDC/QUI-QOR/1131/2020, UI/BD/153616/2022 |
Keywords
- Carbohydrates
- Photocatalysis
- Radicals
- Renewable resources
- Sustainable Chemistry
Publication forum classification
- Publication forum level 3
ASJC Scopus subject areas
- Catalysis
- General Chemistry