Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1
The synthesis of β-galactosyl xylitol derivatives using immobilized LacA β-galactosidase from <i>Lactobacillus plantarum</i> WCFS1 is presented. These compounds have the potential to replace traditional sugars by their properties as sweetener and taking the advantages of a low digestibil...
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MDPI AG
2022-02-01
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author | Eduardo Rosado Paloma Delgado-Fernández Blanca de las Rivas Rosario Muñoz Francisco Javier Moreno Nieves Corzo Cesar Mateo |
author_facet | Eduardo Rosado Paloma Delgado-Fernández Blanca de las Rivas Rosario Muñoz Francisco Javier Moreno Nieves Corzo Cesar Mateo |
author_sort | Eduardo Rosado |
collection | DOAJ |
description | The synthesis of β-galactosyl xylitol derivatives using immobilized LacA β-galactosidase from <i>Lactobacillus plantarum</i> WCFS1 is presented. These compounds have the potential to replace traditional sugars by their properties as sweetener and taking the advantages of a low digestibility. The enzyme was immobilized on different supports, obtaining immobilized preparations with different activity and stability. The immobilization on agarose-IDA-Zn-CHO in the presence of galactose allowed for the conserving of 78% of the offered activity. This preparation was 3.8 times more stable than soluble. Since the enzyme has polyhistidine tags, this support allowed the immobilization, purification and stabilization in one step. The immobilized preparation was used in synthesis obtaining two main products and a total of around 68 g/L of β-galactosyl xylitol derivatives and improving the synthesis/hydrolysis ratio by around 30% compared to that of the soluble enzyme. The catalyst was recycled 10 times, preserving an activity higher than 50%. The in vitro intestinal digestibility of the main β-galactosyl xylitol derivatives was lower than that of lactose, being around 6 and 15% for the galacto-xylitol derivatives compared to 55% of lactose after 120 min of digestion. The optimal amount immobilized constitutes a very useful tool to synthetize β-galactosyl xylitol derivatives since it can be used as a catalyst with high yield and being recycled for at least 10 more cycles. |
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language | English |
last_indexed | 2024-03-09T21:20:40Z |
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spelling | doaj.art-4683618f73f14a28917f04a5611597dd2023-11-23T21:20:53ZengMDPI AGMolecules1420-30492022-02-01274123510.3390/molecules27041235Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1Eduardo Rosado0Paloma Delgado-Fernández1Blanca de las Rivas2Rosario Muñoz3Francisco Javier Moreno4Nieves Corzo5Cesar Mateo6Departamento de Biocátalisis, Instituto de Catálisis y Petroleoquímica, CSIC, Marie Curie 2, 28049 Madrid, SpainDepartamento de Bioactividad y Análisis de Alimentos, Instituto de Investigación en Ciencias de la Alimentación, CIAL (CSIC-UAM), Nicolás Cabrera 9, 28049 Madrid, SpainInstituto de Ciencia y Tecnología de Alimentos y Nutrición, ICTAN (CSIC), Juan de la Cierva 3, 28006 Madrid, SpainInstituto de Ciencia y Tecnología de Alimentos y Nutrición, ICTAN (CSIC), Juan de la Cierva 3, 28006 Madrid, SpainDepartamento de Bioactividad y Análisis de Alimentos, Instituto de Investigación en Ciencias de la Alimentación, CIAL (CSIC-UAM), Nicolás Cabrera 9, 28049 Madrid, SpainDepartamento de Bioactividad y Análisis de Alimentos, Instituto de Investigación en Ciencias de la Alimentación, CIAL (CSIC-UAM), Nicolás Cabrera 9, 28049 Madrid, SpainDepartamento de Biocátalisis, Instituto de Catálisis y Petroleoquímica, CSIC, Marie Curie 2, 28049 Madrid, SpainThe synthesis of β-galactosyl xylitol derivatives using immobilized LacA β-galactosidase from <i>Lactobacillus plantarum</i> WCFS1 is presented. These compounds have the potential to replace traditional sugars by their properties as sweetener and taking the advantages of a low digestibility. The enzyme was immobilized on different supports, obtaining immobilized preparations with different activity and stability. The immobilization on agarose-IDA-Zn-CHO in the presence of galactose allowed for the conserving of 78% of the offered activity. This preparation was 3.8 times more stable than soluble. Since the enzyme has polyhistidine tags, this support allowed the immobilization, purification and stabilization in one step. The immobilized preparation was used in synthesis obtaining two main products and a total of around 68 g/L of β-galactosyl xylitol derivatives and improving the synthesis/hydrolysis ratio by around 30% compared to that of the soluble enzyme. The catalyst was recycled 10 times, preserving an activity higher than 50%. The in vitro intestinal digestibility of the main β-galactosyl xylitol derivatives was lower than that of lactose, being around 6 and 15% for the galacto-xylitol derivatives compared to 55% of lactose after 120 min of digestion. The optimal amount immobilized constitutes a very useful tool to synthetize β-galactosyl xylitol derivatives since it can be used as a catalyst with high yield and being recycled for at least 10 more cycles.https://www.mdpi.com/1420-3049/27/4/1235galactosyl xylitolgalactooligosaccharidesβ-galactosidase<i>Lactobacillus plantarum</i>enzyme immobilizationdigestibility |
spellingShingle | Eduardo Rosado Paloma Delgado-Fernández Blanca de las Rivas Rosario Muñoz Francisco Javier Moreno Nieves Corzo Cesar Mateo Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 Molecules galactosyl xylitol galactooligosaccharides β-galactosidase <i>Lactobacillus plantarum</i> enzyme immobilization digestibility |
title | Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 |
title_full | Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 |
title_fullStr | Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 |
title_full_unstemmed | Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 |
title_short | Production and Digestibility Studies of β-Galactosyl Xylitol Derivatives Using Heterogeneous Catalysts of LacA β-Galactosidase from <i>Lactobacillus Plantarum</i> WCFS1 |
title_sort | production and digestibility studies of β galactosyl xylitol derivatives using heterogeneous catalysts of laca β galactosidase from i lactobacillus plantarum i wcfs1 |
topic | galactosyl xylitol galactooligosaccharides β-galactosidase <i>Lactobacillus plantarum</i> enzyme immobilization digestibility |
url | https://www.mdpi.com/1420-3049/27/4/1235 |
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