Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling

 -adrenergic receptors ( -AR), a family of class A G Protein-Coupled Receptors, include three subtypes:  1-AR,  2-AR, and  3-AR. They are considered key targets in treating diseases such as heart failure and asthma with betablockers such as propranolol and agonists that are commonly structurall...

Descripción completa

Detalles Bibliográficos
Autor: Božić, Sasha
Tipo de recurso: tesis doctoral
Fecha de publicación:2025
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:dnet:digitalcsic_::c0e7effca2d4af0bd9d7043a4f6c6514
Acceso en línea:http://hdl.handle.net/10261/428415
Access Level:acceso abierto
Palabra clave:Synthesis of drugs
http://metadata.un.org/sdg/3
http://metadata.un.org/sdg/9
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
id ES_47ceb2c6d3a816b5a1dbf2adf135290d
oai_identifier_str oai:dnet:digitalcsic_::c0e7effca2d4af0bd9d7043a4f6c6514
network_acronym_str ES
network_name_str España
repository_id_str
spelling Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor SignallingBožić, SashaSynthesis of drugshttp://metadata.un.org/sdg/3http://metadata.un.org/sdg/9Ensure healthy lives and promote well-being for all at all agesBuild resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation -adrenergic receptors ( -AR), a family of class A G Protein-Coupled Receptors, include three subtypes:  1-AR,  2-AR, and  3-AR. They are considered key targets in treating diseases such as heart failure and asthma with betablockers such as propranolol and agonists that are commonly structurally based on endogenous ligands adrenaline and noradrenaline. To be able to study the complex nature of  -AR signalling, developing new tool compounds with singular properties is considered appealing. For example, photopharmacology approaches allow for the spatial-temporal control of receptor activity. An established way to gain this spatial-temporal control is by the incorporation of a photoswitchable chemical moiety, (e.g. azobenzene), in the structure of ligands. Ideally, these photoswitchable ligands photo-isomerize between two isomers with different binding/functional properties toward the target receptor. In this work, three series of photoswitchable ligands for  -ARs have been developed. In particular, the designed compounds include the common azobenzene moiety on either the ethanolamine N-tail of a conventional agnoists (series 1) or on the aromatic ring (series 2 and 3). The compounds of series 2 and 3 bear different N-tails in order to further elucidate the structure-activity relationship of photoagonists for  -ARs and to potentially induce  1/ 2-AR selectivity. In total, one, six and six compounds of series 1, 2 and 3 respectively have been entirely synthesized and characterized and were shown to exhibit photoswitchable characteristics.Peer reviewedVrije Universiteit AmsterdamWitmans, MaikelGómez-Santacana, XavierConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202620262025info:eu-repo/semantics/doctoralThesishttp://purl.org/coar/resource_type/c_db06http://hdl.handle.net/10261/428415reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)InglésSíinfo:eu-repo/semantics/openAccessoai:dnet:digitalcsic_::c0e7effca2d4af0bd9d7043a4f6c65142026-05-22T06:33:51Z
dc.title.none.fl_str_mv Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
title Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
spellingShingle Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
Božić, Sasha
Synthesis of drugs
http://metadata.un.org/sdg/3
http://metadata.un.org/sdg/9
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
title_short Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
title_full Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
title_fullStr Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
title_full_unstemmed Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
title_sort Synthesis and Characterization of Novel Photoswitchable Tool Compounds to Enlighten β-Adrenoceptor Signalling
dc.creator.none.fl_str_mv Božić, Sasha
author Božić, Sasha
author_facet Božić, Sasha
author_role author
dc.contributor.none.fl_str_mv Witmans, Maikel
Gómez-Santacana, Xavier
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Synthesis of drugs
http://metadata.un.org/sdg/3
http://metadata.un.org/sdg/9
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
topic Synthesis of drugs
http://metadata.un.org/sdg/3
http://metadata.un.org/sdg/9
Ensure healthy lives and promote well-being for all at all ages
Build resilient infrastructure, promote inclusive and sustainable industrialization and foster innovation
description  -adrenergic receptors ( -AR), a family of class A G Protein-Coupled Receptors, include three subtypes:  1-AR,  2-AR, and  3-AR. They are considered key targets in treating diseases such as heart failure and asthma with betablockers such as propranolol and agonists that are commonly structurally based on endogenous ligands adrenaline and noradrenaline. To be able to study the complex nature of  -AR signalling, developing new tool compounds with singular properties is considered appealing. For example, photopharmacology approaches allow for the spatial-temporal control of receptor activity. An established way to gain this spatial-temporal control is by the incorporation of a photoswitchable chemical moiety, (e.g. azobenzene), in the structure of ligands. Ideally, these photoswitchable ligands photo-isomerize between two isomers with different binding/functional properties toward the target receptor. In this work, three series of photoswitchable ligands for  -ARs have been developed. In particular, the designed compounds include the common azobenzene moiety on either the ethanolamine N-tail of a conventional agnoists (series 1) or on the aromatic ring (series 2 and 3). The compounds of series 2 and 3 bear different N-tails in order to further elucidate the structure-activity relationship of photoagonists for  -ARs and to potentially induce  1/ 2-AR selectivity. In total, one, six and six compounds of series 1, 2 and 3 respectively have been entirely synthesized and characterized and were shown to exhibit photoswitchable characteristics.
publishDate 2025
dc.date.none.fl_str_mv 2025
2026
2026
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/10261/428415
url http://hdl.handle.net/10261/428415
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Vrije Universiteit Amsterdam
publisher.none.fl_str_mv Vrije Universiteit Amsterdam
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
_version_ 1869407319825055744
score 15,812455

Similares en LA Referencia