Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine

Autores
Cardillo, Alejandra Beatriz; Rodriguez Talou, Julian; Giulietti, Ana Maria
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Hyoscyamine, 6B-hydroxyhyoscyamine and scopolamine are anticholinergic agents that be-long to the tropane alkaloids, a pharmacological important group of secondary metabolites. Hyoscyamine and scopolamine were historically used in medicine. Additionally, potential medical applications for 6β-hydroxyhyoscyamine were described in the last years. Previous works carried out in our lab allowed us the construction of a Saccharomyces cerevisiae strain harboring the Hyoscyamine-6B-hydroxylase (H6H) enzyme which is responsible of the conversion of hyoscyamine into 6B-hydroxyhyoscyamine and scopo-lamine. Several factors influenced and complicated the optimization of the hyoscyamine bioconversion process. The aim of this work was to evaluate the analytical factors that critically affect the performance of the alkaloid extraction and the detection and quantification method of the alkaloids implied in the bio-catalytical process. The mechanical breakdown of yeast cells by continuous agitation at 4 °C in 2 mL tubes was the method of choice for an efficient recovery of the functional H6H enzyme. In addition, the different pH assayed for the alkaloid extraction caused significant variations in the recovery of the alkaloids, specifically impacting on scopolamine recovery which decreased a 35 % after the increase of the pH of the ex-traction. The development of robust and sensitive analytical methods was requisite for the correct moni-toring and quantification of the alkaloids produced in order to evaluate the technological and economic feasibility of this process.
Fil: Cardillo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina
Fil: Rodriguez Talou, Julian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Giulietti, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina
Materia
Tropane alkaloids
Brugmansia candida
Biotransformation
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/106994
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/106994
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamineCardillo, Alejandra BeatrizRodriguez Talou, JulianGiulietti, Ana MariaTropane alkaloidsBrugmansia candidaBiotransformationhttps://purl.org/becyt/ford/2.9https://purl.org/becyt/ford/2Hyoscyamine, 6B-hydroxyhyoscyamine and scopolamine are anticholinergic agents that be-long to the tropane alkaloids, a pharmacological important group of secondary metabolites. Hyoscyamine and scopolamine were historically used in medicine. Additionally, potential medical applications for 6β-hydroxyhyoscyamine were described in the last years. Previous works carried out in our lab allowed us the construction of a Saccharomyces cerevisiae strain harboring the Hyoscyamine-6B-hydroxylase (H6H) enzyme which is responsible of the conversion of hyoscyamine into 6B-hydroxyhyoscyamine and scopo-lamine. Several factors influenced and complicated the optimization of the hyoscyamine bioconversion process. The aim of this work was to evaluate the analytical factors that critically affect the performance of the alkaloid extraction and the detection and quantification method of the alkaloids implied in the bio-catalytical process. The mechanical breakdown of yeast cells by continuous agitation at 4 °C in 2 mL tubes was the method of choice for an efficient recovery of the functional H6H enzyme. In addition, the different pH assayed for the alkaloid extraction caused significant variations in the recovery of the alkaloids, specifically impacting on scopolamine recovery which decreased a 35 % after the increase of the pH of the ex-traction. The development of robust and sensitive analytical methods was requisite for the correct moni-toring and quantification of the alkaloids produced in order to evaluate the technological and economic feasibility of this process.Fil: Cardillo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; ArgentinaFil: Rodriguez Talou, Julian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaFil: Giulietti, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; ArgentinaColegio de Farmacéuticos de la Provincia de Buenos Aires2012-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/106994Cardillo, Alejandra Beatriz; Rodriguez Talou, Julian; Giulietti, Ana Maria; Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine; Colegio de Farmacéuticos de la Provincia de Buenos Aires; Acta Farmacéutica Bonaerense; 31; 5-2012; 582-5870326-2383CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.latamjpharm.org/previous_issue.php?vol=31&num=4info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:12:26Zoai:ri.conicet.gov.ar:11336/106994instacron: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:34982025-09-29 10:12:26.501CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
title Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
spellingShingle Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
Cardillo, Alejandra Beatriz
Tropane alkaloids
Brugmansia candida
Biotransformation
title_short Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
title_full Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
title_fullStr Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
title_full_unstemmed Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
title_sort Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine
dc.creator.none.fl_str_mv Cardillo, Alejandra Beatriz
Rodriguez Talou, Julian
Giulietti, Ana Maria
author Cardillo, Alejandra Beatriz
author_facet Cardillo, Alejandra Beatriz
Rodriguez Talou, Julian
Giulietti, Ana Maria
author_role author
author2 Rodriguez Talou, Julian
Giulietti, Ana Maria
author2_role author
author
dc.subject.none.fl_str_mv Tropane alkaloids
Brugmansia candida
Biotransformation
topic Tropane alkaloids
Brugmansia candida
Biotransformation
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Hyoscyamine, 6B-hydroxyhyoscyamine and scopolamine are anticholinergic agents that be-long to the tropane alkaloids, a pharmacological important group of secondary metabolites. Hyoscyamine and scopolamine were historically used in medicine. Additionally, potential medical applications for 6β-hydroxyhyoscyamine were described in the last years. Previous works carried out in our lab allowed us the construction of a Saccharomyces cerevisiae strain harboring the Hyoscyamine-6B-hydroxylase (H6H) enzyme which is responsible of the conversion of hyoscyamine into 6B-hydroxyhyoscyamine and scopo-lamine. Several factors influenced and complicated the optimization of the hyoscyamine bioconversion process. The aim of this work was to evaluate the analytical factors that critically affect the performance of the alkaloid extraction and the detection and quantification method of the alkaloids implied in the bio-catalytical process. The mechanical breakdown of yeast cells by continuous agitation at 4 °C in 2 mL tubes was the method of choice for an efficient recovery of the functional H6H enzyme. In addition, the different pH assayed for the alkaloid extraction caused significant variations in the recovery of the alkaloids, specifically impacting on scopolamine recovery which decreased a 35 % after the increase of the pH of the ex-traction. The development of robust and sensitive analytical methods was requisite for the correct moni-toring and quantification of the alkaloids produced in order to evaluate the technological and economic feasibility of this process.
Fil: Cardillo, Alejandra Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina
Fil: Rodriguez Talou, Julian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Giulietti, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Microbiología, Inmunología y Biotecnología. Cátedra de Microbiología Industrial y Biotecnología; Argentina
description Hyoscyamine, 6B-hydroxyhyoscyamine and scopolamine are anticholinergic agents that be-long to the tropane alkaloids, a pharmacological important group of secondary metabolites. Hyoscyamine and scopolamine were historically used in medicine. Additionally, potential medical applications for 6β-hydroxyhyoscyamine were described in the last years. Previous works carried out in our lab allowed us the construction of a Saccharomyces cerevisiae strain harboring the Hyoscyamine-6B-hydroxylase (H6H) enzyme which is responsible of the conversion of hyoscyamine into 6B-hydroxyhyoscyamine and scopo-lamine. Several factors influenced and complicated the optimization of the hyoscyamine bioconversion process. The aim of this work was to evaluate the analytical factors that critically affect the performance of the alkaloid extraction and the detection and quantification method of the alkaloids implied in the bio-catalytical process. The mechanical breakdown of yeast cells by continuous agitation at 4 °C in 2 mL tubes was the method of choice for an efficient recovery of the functional H6H enzyme. In addition, the different pH assayed for the alkaloid extraction caused significant variations in the recovery of the alkaloids, specifically impacting on scopolamine recovery which decreased a 35 % after the increase of the pH of the ex-traction. The development of robust and sensitive analytical methods was requisite for the correct moni-toring and quantification of the alkaloids produced in order to evaluate the technological and economic feasibility of this process.
publishDate 2012
dc.date.none.fl_str_mv 2012-05
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/11336/106994
Cardillo, Alejandra Beatriz; Rodriguez Talou, Julian; Giulietti, Ana Maria; Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine; Colegio de Farmacéuticos de la Provincia de Buenos Aires; Acta Farmacéutica Bonaerense; 31; 5-2012; 582-587
0326-2383
CONICET Digital
CONICET
url http://hdl.handle.net/11336/106994
identifier_str_mv Cardillo, Alejandra Beatriz; Rodriguez Talou, Julian; Giulietti, Ana Maria; Analytical considerations for the successful evaluation of hyoscyamine biotransformation into 6b-hydroxyhyoscyamine and scopolamine; Colegio de Farmacéuticos de la Provincia de Buenos Aires; Acta Farmacéutica Bonaerense; 31; 5-2012; 582-587
0326-2383
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.latamjpharm.org/previous_issue.php?vol=31&num=4
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Colegio de Farmacéuticos de la Provincia de Buenos Aires
publisher.none.fl_str_mv Colegio de Farmacéuticos de la Provincia de Buenos Aires
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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score 13.070432

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