Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine

Tesis del Departament de Química de la Universitat Autònoma de Barcelona (UAB).-- Fecha de defensa 2-2-2007.

Detalles Bibliográficos
Autor: Castillo Expósito, José Antonio
Tipo de recurso: tesis doctoral
Fecha de publicación:2007
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/23816
Acceso en línea:http://hdl.handle.net/10261/23816
Access Level:acceso abierto
Palabra clave:Antimicrobial activity
Arginine-based surfactants
Fructose 6-phosphate aldolase
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spelling Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomineCastillo Expósito, José AntonioAntimicrobial activityArginine-based surfactantsFructose 6-phosphate aldolaseTesis del Departament de Química de la Universitat Autònoma de Barcelona (UAB).-- Fecha de defensa 2-2-2007.[EN] Amino acid lipid conjugates possess excellent surface properties, high biodegradability and low toxicity. Among them, arginine-based surfactants show a broad antimicrobial activity.The mode of action of arginine-based surfactants was investigated. Thus, their interaction with membrane models (liposomes and phospholipid monolayers) and the effects caused on Staphylococcus aureus and Escherichia coli were studiedThe antimicrobial efficacy of the arginine-based surfactants synthesised previously in our research group was improved. To this end, novel bis(phenylacetylarginine) derivatives were prepared chemoenzymatically.Finally and with the aim of preparing novel antimicrobial agents, we prepared a new family of amphiphilic compounds, N-alkylated derivatives of D-fagomine, using fructose-6-phosphaste aldolase (FSA) as biocatalyst.[ES] Los conjugados de lípidos y aminoácidos presentan excelentes propiedades tensioactivas, alta biodegradabilidad y baja toxicidad. De entre ellos, los derivados de arginina poseen un amplio espectro de actividad antimicrobiana.Con el objetivo de elucidar el modo de acción de los tensioactivos derivados de arginina, se ha investigado su interacción con modelos de membrana (liposomas y monocapas de fosfolípidos) y se ha evaluado los efectos que causan en Staphylococcus aureus y Escherichia coli.La eficacia antimicrobiana de los tensioactivos derivados de L-arginina previamente sintetizados en nuestro grupo de investigación se ha mejorado. Para ello, se ha preparado quimo-enzimáticamente una nueva familia de derivados de L-arginina, bis(fenilacetilargininas).Finalmente y con el propósito de preparar nuevos posibles agentes antimicrobianos, se ha sintetizado una familia de compuestos anfifílicos, derivados alquilados de D-fagomina, empleando fructosa-6-fosfato aldolasa (FSA) como biocatalizador.Peer reviewedUniversidad Autónoma de Barcelona201020102007info:eu-repo/semantics/doctoralThesishttp://purl.org/coar/resource_type/c_db064394283 bytesapplication/pdfhttp://hdl.handle.net/10261/23816reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://www.tdx.cat/TDX-0412107-125438info:eu-repo/semantics/openAccessoai:digital.csic.es:10261/238162026-05-22T06:33:51Z
dc.title.none.fl_str_mv Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
title Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
spellingShingle Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
Castillo Expósito, José Antonio
Antimicrobial activity
Arginine-based surfactants
Fructose 6-phosphate aldolase
title_short Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
title_full Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
title_fullStr Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
title_full_unstemmed Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
title_sort Studies on antimicrobial activity of arginine-based surfactants and chemo- enzymatic synthesis of novel amphiphiles based on L-arginine and D-fagomine
dc.creator.none.fl_str_mv Castillo Expósito, José Antonio
author Castillo Expósito, José Antonio
author_facet Castillo Expósito, José Antonio
author_role author
dc.subject.none.fl_str_mv Antimicrobial activity
Arginine-based surfactants
Fructose 6-phosphate aldolase
topic Antimicrobial activity
Arginine-based surfactants
Fructose 6-phosphate aldolase
description Tesis del Departament de Química de la Universitat Autònoma de Barcelona (UAB).-- Fecha de defensa 2-2-2007.
publishDate 2007
dc.date.none.fl_str_mv 2007
2010
2010
dc.type.none.fl_str_mv info:eu-repo/semantics/doctoralThesis
http://purl.org/coar/resource_type/c_db06
format doctoralThesis
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/23816
url http://hdl.handle.net/10261/23816
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://www.tdx.cat/TDX-0412107-125438
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 4394283 bytes
application/pdf
dc.publisher.none.fl_str_mv Universidad Autónoma de Barcelona
publisher.none.fl_str_mv Universidad Autónoma de Barcelona
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,81155

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