Synthesis of a precursor of D-fagomine by immobilized fructose-6-phosphate aldolase
Journal article, 2021
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.
Author
Gerard Masdeu Gámez
Chalmers, Chemistry and Chemical Engineering, Applied Chemistry
Universitat Autonoma de Barcelona (UAB)
Luis Miguel Vázquez
Universitat Autonoma de Barcelona (UAB)
Josep López-Santín
Universitat Autonoma de Barcelona (UAB)
Gloria Caminal
CSIC - Instituto de Quimica Avanzada de Cataluna (IQAC)
Slavko Kralj
Jozef Stefan Institute
Darko Makovec
Jozef Stefan Institute
Gregorio Álvaro
Universitat Autonoma de Barcelona (UAB)
Marina Guillén
Universitat Autonoma de Barcelona (UAB)
PLoS ONE
1932-6203 (ISSN) 19326203 (eISSN)
Vol. 16 4 April 2021 e0250513Subject Categories
Other Basic Medicine
Biocatalysis and Enzyme Technology
Organic Chemistry
DOI
10.1371/journal.pone.0250513
PubMed
33886681