Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles
- Autores
- Muñoz Labrador, Ana; Azcarate, Silvana Mariela; Lebrón Aguilar, Rosa; Quintanilla López, Jesús E.; Galindo Iranzo, Plácido; Kolida, Sofia; Methven, Lisa; Rastall, Robert A.; Moreno, F. Javier; Hernandez Hernandez, Oswaldo
- Año de publicación
- 2020
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- To improve flavor profiles, three cyclodextrin glucosyltransferases (CGTases) from different bacteriological sources, Paenibacillus macerans, Geobacillus sp. and Thermoanaerobacter sp., were used with an extract of steviol glycosides (SVglys) and rebaudioside A (RebA) as acceptor substrates in two parallel sets of reactions. A central composite experimental design was employed to maximize the concentration of glucosylated species synthesized, considering temperature, pH, time of reaction, enzymatic activity, maltodextrin concentration and SVglys/RebA concentration as experimental factors, together with their interactions. Liquid chromatography coupled to a diode-array detector (LC-DAD), liquid chromatography-mass spectrometry (LC-ESI-MS) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) were used to characterize and identify the chemical structures obtained along the optimization. To assess the impact on the sensory properties, a sensory analysis was carried out with a group of panelists that evaluated up to 16 sensorial attributes. CGTase transglucosylation of the C-13 and/or C-19 led to the addition of up to 11 glucose units to the steviol aglycone, which meant the achievement of enhanced sensory profiles due to a diminution of bitterness and licorice appreciations. The outcome herein obtained supposes the development of new potential alternatives to replace free sugars with low-calorie sweeteners with added health benefits.
Fil: Muñoz Labrador, Ana. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España
Fil: Azcarate, Silvana Mariela. Universidad Nacional de La Pampa. Facultad de Ciencias Exactas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Lebrón Aguilar, Rosa. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España
Fil: Quintanilla López, Jesús E.. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España
Fil: Galindo Iranzo, Plácido. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España
Fil: Kolida, Sofia. OptiBiotix Health PLC; Reino Unido
Fil: Methven, Lisa. University of Reading; Reino Unido
Fil: Rastall, Robert A.. University of Reading; Reino Unido
Fil: Moreno, F. Javier. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España
Fil: Hernandez Hernandez, Oswaldo. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España - Materia
-
SWEETENERS
CGTASE
DESIGN OF EXPERIMENT
GLYCOSYLATION
LICORICE
BITTERNESS
STEVIOL GLYCOSIDES
REBAUDIOSIDE A
STEVIA REBAUDIANA - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/162553
Ver los metadatos del registro completo
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Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profilesMuñoz Labrador, AnaAzcarate, Silvana MarielaLebrón Aguilar, RosaQuintanilla López, Jesús E.Galindo Iranzo, PlácidoKolida, SofiaMethven, LisaRastall, Robert A.Moreno, F. JavierHernandez Hernandez, OswaldoSWEETENERSCGTASEDESIGN OF EXPERIMENTGLYCOSYLATIONLICORICEBITTERNESSSTEVIOL GLYCOSIDESREBAUDIOSIDE ASTEVIA REBAUDIANAhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1To improve flavor profiles, three cyclodextrin glucosyltransferases (CGTases) from different bacteriological sources, Paenibacillus macerans, Geobacillus sp. and Thermoanaerobacter sp., were used with an extract of steviol glycosides (SVglys) and rebaudioside A (RebA) as acceptor substrates in two parallel sets of reactions. A central composite experimental design was employed to maximize the concentration of glucosylated species synthesized, considering temperature, pH, time of reaction, enzymatic activity, maltodextrin concentration and SVglys/RebA concentration as experimental factors, together with their interactions. Liquid chromatography coupled to a diode-array detector (LC-DAD), liquid chromatography-mass spectrometry (LC-ESI-MS) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) were used to characterize and identify the chemical structures obtained along the optimization. To assess the impact on the sensory properties, a sensory analysis was carried out with a group of panelists that evaluated up to 16 sensorial attributes. CGTase transglucosylation of the C-13 and/or C-19 led to the addition of up to 11 glucose units to the steviol aglycone, which meant the achievement of enhanced sensory profiles due to a diminution of bitterness and licorice appreciations. The outcome herein obtained supposes the development of new potential alternatives to replace free sugars with low-calorie sweeteners with added health benefits.Fil: Muñoz Labrador, Ana. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Azcarate, Silvana Mariela. Universidad Nacional de La Pampa. Facultad de Ciencias Exactas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Lebrón Aguilar, Rosa. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Quintanilla López, Jesús E.. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Galindo Iranzo, Plácido. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Kolida, Sofia. OptiBiotix Health PLC; Reino UnidoFil: Methven, Lisa. University of Reading; Reino UnidoFil: Rastall, Robert A.. University of Reading; Reino UnidoFil: Moreno, F. Javier. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Hernandez Hernandez, Oswaldo. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; EspañaMultidisciplinary Digital Publishing Institute2020-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/162553Muñoz Labrador, Ana; Azcarate, Silvana Mariela; Lebrón Aguilar, Rosa; Quintanilla López, Jesús E.; Galindo Iranzo, Plácido; et al.; Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles; Multidisciplinary Digital Publishing Institute; Foods; 9; 1753; 11-2020; 1-152304-8158CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2304-8158/9/12/1753info:eu-repo/semantics/altIdentifier/doi/10.3390/foods9121753info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:57:01Zoai:ri.conicet.gov.ar:11336/162553instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:57:01.534CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
title |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
spellingShingle |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles Muñoz Labrador, Ana SWEETENERS CGTASE DESIGN OF EXPERIMENT GLYCOSYLATION LICORICE BITTERNESS STEVIOL GLYCOSIDES REBAUDIOSIDE A STEVIA REBAUDIANA |
title_short |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
title_full |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
title_fullStr |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
title_full_unstemmed |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
title_sort |
Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles |
dc.creator.none.fl_str_mv |
Muñoz Labrador, Ana Azcarate, Silvana Mariela Lebrón Aguilar, Rosa Quintanilla López, Jesús E. Galindo Iranzo, Plácido Kolida, Sofia Methven, Lisa Rastall, Robert A. Moreno, F. Javier Hernandez Hernandez, Oswaldo |
author |
Muñoz Labrador, Ana |
author_facet |
Muñoz Labrador, Ana Azcarate, Silvana Mariela Lebrón Aguilar, Rosa Quintanilla López, Jesús E. Galindo Iranzo, Plácido Kolida, Sofia Methven, Lisa Rastall, Robert A. Moreno, F. Javier Hernandez Hernandez, Oswaldo |
author_role |
author |
author2 |
Azcarate, Silvana Mariela Lebrón Aguilar, Rosa Quintanilla López, Jesús E. Galindo Iranzo, Plácido Kolida, Sofia Methven, Lisa Rastall, Robert A. Moreno, F. Javier Hernandez Hernandez, Oswaldo |
author2_role |
author author author author author author author author author |
dc.subject.none.fl_str_mv |
SWEETENERS CGTASE DESIGN OF EXPERIMENT GLYCOSYLATION LICORICE BITTERNESS STEVIOL GLYCOSIDES REBAUDIOSIDE A STEVIA REBAUDIANA |
topic |
SWEETENERS CGTASE DESIGN OF EXPERIMENT GLYCOSYLATION LICORICE BITTERNESS STEVIOL GLYCOSIDES REBAUDIOSIDE A STEVIA REBAUDIANA |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
To improve flavor profiles, three cyclodextrin glucosyltransferases (CGTases) from different bacteriological sources, Paenibacillus macerans, Geobacillus sp. and Thermoanaerobacter sp., were used with an extract of steviol glycosides (SVglys) and rebaudioside A (RebA) as acceptor substrates in two parallel sets of reactions. A central composite experimental design was employed to maximize the concentration of glucosylated species synthesized, considering temperature, pH, time of reaction, enzymatic activity, maltodextrin concentration and SVglys/RebA concentration as experimental factors, together with their interactions. Liquid chromatography coupled to a diode-array detector (LC-DAD), liquid chromatography-mass spectrometry (LC-ESI-MS) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) were used to characterize and identify the chemical structures obtained along the optimization. To assess the impact on the sensory properties, a sensory analysis was carried out with a group of panelists that evaluated up to 16 sensorial attributes. CGTase transglucosylation of the C-13 and/or C-19 led to the addition of up to 11 glucose units to the steviol aglycone, which meant the achievement of enhanced sensory profiles due to a diminution of bitterness and licorice appreciations. The outcome herein obtained supposes the development of new potential alternatives to replace free sugars with low-calorie sweeteners with added health benefits. Fil: Muñoz Labrador, Ana. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España Fil: Azcarate, Silvana Mariela. Universidad Nacional de La Pampa. Facultad de Ciencias Exactas y Naturales; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Fil: Lebrón Aguilar, Rosa. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España Fil: Quintanilla López, Jesús E.. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España Fil: Galindo Iranzo, Plácido. Institute of Physical Chemistry ‘Rocasolano’; España. Consejo Superior de Investigaciones Científicas; España Fil: Kolida, Sofia. OptiBiotix Health PLC; Reino Unido Fil: Methven, Lisa. University of Reading; Reino Unido Fil: Rastall, Robert A.. University of Reading; Reino Unido Fil: Moreno, F. Javier. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España Fil: Hernandez Hernandez, Oswaldo. Universidad Autónoma de Madrid; España. Consejo Superior de Investigaciones Científicas; España |
description |
To improve flavor profiles, three cyclodextrin glucosyltransferases (CGTases) from different bacteriological sources, Paenibacillus macerans, Geobacillus sp. and Thermoanaerobacter sp., were used with an extract of steviol glycosides (SVglys) and rebaudioside A (RebA) as acceptor substrates in two parallel sets of reactions. A central composite experimental design was employed to maximize the concentration of glucosylated species synthesized, considering temperature, pH, time of reaction, enzymatic activity, maltodextrin concentration and SVglys/RebA concentration as experimental factors, together with their interactions. Liquid chromatography coupled to a diode-array detector (LC-DAD), liquid chromatography-mass spectrometry (LC-ESI-MS) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) were used to characterize and identify the chemical structures obtained along the optimization. To assess the impact on the sensory properties, a sensory analysis was carried out with a group of panelists that evaluated up to 16 sensorial attributes. CGTase transglucosylation of the C-13 and/or C-19 led to the addition of up to 11 glucose units to the steviol aglycone, which meant the achievement of enhanced sensory profiles due to a diminution of bitterness and licorice appreciations. The outcome herein obtained supposes the development of new potential alternatives to replace free sugars with low-calorie sweeteners with added health benefits. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-11 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://hdl.handle.net/11336/162553 Muñoz Labrador, Ana; Azcarate, Silvana Mariela; Lebrón Aguilar, Rosa; Quintanilla López, Jesús E.; Galindo Iranzo, Plácido; et al.; Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles; Multidisciplinary Digital Publishing Institute; Foods; 9; 1753; 11-2020; 1-15 2304-8158 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/162553 |
identifier_str_mv |
Muñoz Labrador, Ana; Azcarate, Silvana Mariela; Lebrón Aguilar, Rosa; Quintanilla López, Jesús E.; Galindo Iranzo, Plácido; et al.; Transglycosylation of steviol glycosides and rebaudioside a: Synthesis optimization, structural analysis and sensory profiles; Multidisciplinary Digital Publishing Institute; Foods; 9; 1753; 11-2020; 1-15 2304-8158 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2304-8158/9/12/1753 info:eu-repo/semantics/altIdentifier/doi/10.3390/foods9121753 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Multidisciplinary Digital Publishing Institute |
publisher.none.fl_str_mv |
Multidisciplinary Digital Publishing Institute |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
reponame_str |
CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
instname_str |
Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.name.fl_str_mv |
CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.mail.fl_str_mv |
dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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1842269434613334016 |
score |
13.13397 |