Synthesis of a precursor of D-fagomine by immobilized fructose-6-phosphate aldolase

Fructose-6-phosphate aldolase (FSA) is an important enzyme for the C-C bond-forming reactions in organic synthesis. The present work is focused on the synthesis of a precursor of D-fagomine catalyzed by a mutant FSA. The biocatalyst has been immobilized onto several supports: magnetic nanoparticle c...

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Detalles Bibliográficos
Autores: Masdeu, Gerard|||0000-0002-4726-1545, Vázquez, Luis Miguel, López Santín, Josep|||0000-0002-6039-8044, Caminal i Saperas, Glòria|||0000-0001-9646-6099, Kralj, Slavko, Makovec, Darko|||0000-0002-0190-6758, Álvaro, Gregorio|||0000-0002-2924-8902, Guillén, Marina|||0000-0002-9740-9966
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:255476
Acceso en línea:https://ddd.uab.cat/record/255476
https://dx.doi.org/urn:doi:10.1371/journal.pone.0250513
Access Level:acceso abierto
Descripción
Sumario:Fructose-6-phosphate aldolase (FSA) is an important enzyme for the C-C bond-forming reactions in organic synthesis. The present work is focused on the synthesis of a precursor of D-fagomine catalyzed by a mutant FSA. The biocatalyst has been immobilized onto several supports: magnetic nanoparticle clusters (mNC), cobalt-chelated agarose (Co-IDA), amino-functionalized agarose (MANA-agarose) and glyoxal-agarose, obtaining a 29.0%, 93.8%, 89.7% and 53.9% of retained activity, respectively. Glyoxal-agarose FSA derivative stood up as the best option for the synthesis of the precursor of D-fagomine due to the high reaction rate, conversion, yield and operational stability achieved. FSA immobilized in glyoxal-agarose could be reused up to 6 reaction cycles reaching a 4-fold improvement in biocatalyst yield compared to the non-immobilized enzyme.