Engineering a Highly Regioselective Fungal Peroxygenase for the Synthesis of Hydroxy Fatty Acids
Impacte
Scholar |
Altres documents de l'autoria: González-Benjumea, Alejandro; Gomez de Santos, Patricia; Fernández-García, Ángela; Aranda Oliden, María del Carmen; Wu, Yinqi; But, Andrada; Molina-Espeja, Patricia; Mate, Diana; Gonzalez-Perez, David; Zhang, Wuyuan; Kiebist, Jan; Scheibner, Katrin; Hofrichter, Martin; Świderek, Katarzyna; Moliner, Vicent; Sanz-Aparicio, Julia; Hollmann, Frank; Gutiérrez, Ana; Alcalde, Miguel
Metadades
Mostra el registre complet de l'elementcomunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/160292
comunitat-uji-handle3:10234/160293
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INVESTIGACIONMetadades
Títol
Engineering a Highly Regioselective Fungal Peroxygenase for the Synthesis of Hydroxy Fatty AcidsAutoria
Data de publicació
2023-02-20Editor
John Wiley & SonsISSN
1521-3773Cita bibliogràfica
Gomez de Santos, P., González-Benjumea, A., Fernandez-Garcia, A., Aranda, C., Wu, Y., But, A., Molina-Espeja, P., Maté, D. M., Gonzalez-Perez, D., Zhang, W., Kiebist, J., Scheibner, K., Hofrichter, M., Świderek, K., Moliner, V., Sanz-Aparicio, J., Hollmann, F., Gutiérrez, A., Alcalde, M., Angew. Chem. Int. Ed. 2023, 62, e202217372; Angew. Chem. 2023, 135, e202217372.Tipus de document
info:eu-repo/semantics/articleVersió de l'editorial
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202217372Versió
info:eu-repo/semantics/publishedVersionParaules clau / Matèries
Resum
The hydroxylation of fatty acids is an appealing reaction in synthetic chemistry, although the lack of selective catalysts hampers its industrial implementation. In this study, we have engineered a highly regioselective ... [+]
The hydroxylation of fatty acids is an appealing reaction in synthetic chemistry, although the lack of selective catalysts hampers its industrial implementation. In this study, we have engineered a highly regioselective fungal peroxygenase for the ω-1 hydroxylation of fatty acids with quenched stepwise over-oxidation. One single mutation near the Phe catalytic tripod narrowed the heme cavity, promoting a dramatic shift toward subterminal hydroxylation with a drop in the over-oxidation activity. While crystallographic soaking experiments and molecular dynamic simulations shed light on this unique oxidation pattern, the selective biocatalyst was produced by Pichia pastoris at 0.4 g L−1 in a fed-batch bioreactor and used in the preparative synthesis of 1.4 g of (ω-1)-hydroxytetradecanoic acid with 95 % regioselectivity and 83 % ee for the S enantiomer. [-]
Publicat a
Angewandte Chemie International Edition, 2023, vol. 62, no 9Entitat finançadora
European Commission | Ministerio de Ciencia, Innovación y Universidades | Agencia Estatal de Investigación (España) | Comunidad de Madrid | Generalitat Valenciana | PIE-CSIC | Ministerio de Ciencia e Innovación (España)
Identificador de l'entitat finançadora
http://dx.doi.org/10.13039/501100011033 | http://dx.doi.org/10.13039/501100000780 | http://dx.doi.org/10.13039/100012818 | http://dx.doi.org/10.13039/501100004837
Codi del projecte o subvenció
info:eu-repo/grantAgreement/EC/H2020/720297 | MICIU/ICTI2017-2020/PID2019-106166RB-I00 | MICIU/ICTI2017-2020/PID2020-118968RB-100 | PID2021-123332OB-C21 | MICIU/ICTI2017-2020/PID2019-107098RJ-I00 | Y2018/BIO-4738/EVOCHIMERA-CM | CIPROM/2021/079-PROMETEO | SEJI/2020/007 | PIE-202040E185 | PIE-201580E042 | BES-2017-080040 | MICIU/ICTI2017-2020/PTQ2020-011037 | MICIU/ICTI2017-2020/IJC2020-043725-I | RYC2020-030596-I
Títol del projecte o subvenció
Evolución dirigida de peroxigenasas fúngicas: creando una nueva ola para química de oxifuncionalizaciones selectivas de enlaces C-H | Ligninas y lípidos: fuentes renovables de nuevos bioproductos | Estudios computacionales del mecanismo y la inhibición de la proteólisis enzimática como enfoque complementario del mundo del descubrimiento moderno de fármacos
Drets d'accés
info:eu-repo/semantics/openAccess
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