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Synthesis of Mono- and Dihydroxylated Amino Acids with New $\alpha$-Ketoglutarate-Dependent Dioxygenases: Biocatalytic Oxidation of C$-$H Bonds
| Content Provider | Hyper Articles en Ligne (HAL) |
|---|---|
| Author | Baud, Damien Saaidi, Pierre-Loïc Monfleur, Adam Harari, Marine Cuccaro, Julien Fossey, Aurélie Besnard, Marielle Debard, Adrien Mariage, Aline Pellouin, Virginie Petit, Jean Salanoubat, Marcel Weissenbach, Jean De Berardinis, Véronique Zaparucha, Anne |
| Abstract | Iron(II)/$\alpha$-ketoacid-dependent oxygenases ($\alpha$KAOs) are enzymesthat mainly catalyse hydroxylation reaction. By usinga genomic approach combining sequence comparison andprotein-domain sharing, a set of 131 $\alpha$KAO enzymes was prepared.The screening of various substrates revealed five new$\alpha$KAOs. Four $\alpha$KAOs were found to be active towards L-lysine,L-ornithine and L-arginine with total regio- and stereoselectivitiesand yielding the corresponding 3- or 4-hydroxyaminoacids. The enzymatic cascade reaction with two stereoselectiveregiodivergent $\alpha$ KAOs enabled the synthesis of 3,4-dihydroxy-L-lysine. |
| Ending Page | 3017 |
| Page Count | 6 |
| Starting Page | 3012 |
| File Format | |
| ISSN | 18673899 |
| DOI | 10.1002/cctc.201402498 |
| Journal | ChemCatChem |
| Volume Number | 6 |
| Language | English |
| Publisher | Wiley |
| Publisher Date | 2014-01-01 |
| Access Restriction | Open |
| Subject Keyword | dioxygenase hydroxylation regioselectivity amino acids biocatalysis chim Chemical Sciences Catalysis |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Physical and Theoretical Chemistry Catalysis Inorganic Chemistry |