TY - JOUR
T1 - Synthesis of a precursor of D-fagomine by immobilized fructose-6-phosphate aldolase
AU - Masdeu, Gerard
AU - Vázquez, Luis Miguel
AU - López-Santín, Josep
AU - Caminal, Gloria
AU - Kralj, Slavko
AU - Makovec, Darko
AU - Álvaro, Gregorio
AU - Guillén, Marina
N1 - Publisher Copyright:
© 2021 Masdeu et al. This is an open access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
PY - 2021/4
Y1 - 2021/4
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85104641737&partnerID=8YFLogxK
U2 - 10.1371/journal.pone.0250513
DO - 10.1371/journal.pone.0250513
M3 - Article
C2 - 33886681
AN - SCOPUS:85104641737
SN - 1932-6203
VL - 16
JO - PloS one
JF - PloS one
IS - 4 April 2021
M1 - e0250513
ER -