Chemical Memory in a Three‐Reaction Dynamic System

Autores
Riera, Micaela Belen; Salazar, Mario Oscar; Maggio, Ruben Mariano; Furlan, Ricardo Luis Eugenio
Año de publicación
2025
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
In systems chemistry, a key goal is to design molecular networks that exhibit emergent behaviors beyond those of their individual components. Dynamic combinatorial libraries (DCLs), which consist of molecular species interconverting through reversible reactions, provide a powerful platform to achieve this. This study introduces a DCL constructed using reversible exchange reactions involving thiols, dithioacetals, thioesters, and disulfides. The library is organized into two distinct yet interconnected layers: one activated under acidic conditions via thiol/dithioacetal exchange, and the other responsive to basic conditions through thiol/thioester/disulfideexchange, with temperature further modulating these processes. The layers operate independently but share thiol intermediates, enabling redistribution of molecular components in response to environmental changes. Transient variations in pH or temperature alter the system’s connectivity, driving shifts in its final steady-state composition. Notably, the system encodes information about the nature and timing of these disturbances, which persists even after the external stimuli are removed. This "chemical memory" is reflected in the equilibrium state reached after 24 hours, offering new insights into how dynamic systems can retain environmental information.
Fil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Salazar, Mario Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Maggio, Ruben Mariano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
Materia
Dynamic combinatorial chemistry
Thioester
Disulfide
Dithioacetal
Chemical memory
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:11336/274364

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spelling Chemical Memory in a Three‐Reaction Dynamic SystemRiera, Micaela BelenSalazar, Mario OscarMaggio, Ruben MarianoFurlan, Ricardo Luis EugenioDynamic combinatorial chemistryThioesterDisulfideDithioacetalChemical memoryhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1In systems chemistry, a key goal is to design molecular networks that exhibit emergent behaviors beyond those of their individual components. Dynamic combinatorial libraries (DCLs), which consist of molecular species interconverting through reversible reactions, provide a powerful platform to achieve this. This study introduces a DCL constructed using reversible exchange reactions involving thiols, dithioacetals, thioesters, and disulfides. The library is organized into two distinct yet interconnected layers: one activated under acidic conditions via thiol/dithioacetal exchange, and the other responsive to basic conditions through thiol/thioester/disulfideexchange, with temperature further modulating these processes. The layers operate independently but share thiol intermediates, enabling redistribution of molecular components in response to environmental changes. Transient variations in pH or temperature alter the system’s connectivity, driving shifts in its final steady-state composition. Notably, the system encodes information about the nature and timing of these disturbances, which persists even after the external stimuli are removed. This "chemical memory" is reflected in the equilibrium state reached after 24 hours, offering new insights into how dynamic systems can retain environmental information.Fil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; ArgentinaFil: Salazar, Mario Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; ArgentinaFil: Maggio, Ruben Mariano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; ArgentinaWiley2025-03info: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/11336/274364Riera, Micaela Belen; Salazar, Mario Oscar; Maggio, Ruben Mariano; Furlan, Ricardo Luis Eugenio; Chemical Memory in a Three‐Reaction Dynamic System; Wiley; ChemSystemsChem; 7; 4; 3-2025; 1-152570-4206CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/syst.202500002info:eu-repo/semantics/altIdentifier/doi/10.1002/syst.202500002info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-12T09:37:33Zoai:ri.conicet.gov.ar:11336/274364instacron: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:34982025-11-12 09:37:34.175CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Chemical Memory in a Three‐Reaction Dynamic System
title Chemical Memory in a Three‐Reaction Dynamic System
spellingShingle Chemical Memory in a Three‐Reaction Dynamic System
Riera, Micaela Belen
Dynamic combinatorial chemistry
Thioester
Disulfide
Dithioacetal
Chemical memory
title_short Chemical Memory in a Three‐Reaction Dynamic System
title_full Chemical Memory in a Three‐Reaction Dynamic System
title_fullStr Chemical Memory in a Three‐Reaction Dynamic System
title_full_unstemmed Chemical Memory in a Three‐Reaction Dynamic System
title_sort Chemical Memory in a Three‐Reaction Dynamic System
dc.creator.none.fl_str_mv Riera, Micaela Belen
Salazar, Mario Oscar
Maggio, Ruben Mariano
Furlan, Ricardo Luis Eugenio
author Riera, Micaela Belen
author_facet Riera, Micaela Belen
Salazar, Mario Oscar
Maggio, Ruben Mariano
Furlan, Ricardo Luis Eugenio
author_role author
author2 Salazar, Mario Oscar
Maggio, Ruben Mariano
Furlan, Ricardo Luis Eugenio
author2_role author
author
author
dc.subject.none.fl_str_mv Dynamic combinatorial chemistry
Thioester
Disulfide
Dithioacetal
Chemical memory
topic Dynamic combinatorial chemistry
Thioester
Disulfide
Dithioacetal
Chemical memory
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv In systems chemistry, a key goal is to design molecular networks that exhibit emergent behaviors beyond those of their individual components. Dynamic combinatorial libraries (DCLs), which consist of molecular species interconverting through reversible reactions, provide a powerful platform to achieve this. This study introduces a DCL constructed using reversible exchange reactions involving thiols, dithioacetals, thioesters, and disulfides. The library is organized into two distinct yet interconnected layers: one activated under acidic conditions via thiol/dithioacetal exchange, and the other responsive to basic conditions through thiol/thioester/disulfideexchange, with temperature further modulating these processes. The layers operate independently but share thiol intermediates, enabling redistribution of molecular components in response to environmental changes. Transient variations in pH or temperature alter the system’s connectivity, driving shifts in its final steady-state composition. Notably, the system encodes information about the nature and timing of these disturbances, which persists even after the external stimuli are removed. This "chemical memory" is reflected in the equilibrium state reached after 24 hours, offering new insights into how dynamic systems can retain environmental information.
Fil: Riera, Micaela Belen. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Salazar, Mario Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina
Fil: Maggio, Ruben Mariano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Furlan, Ricardo Luis Eugenio. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario; Argentina
description In systems chemistry, a key goal is to design molecular networks that exhibit emergent behaviors beyond those of their individual components. Dynamic combinatorial libraries (DCLs), which consist of molecular species interconverting through reversible reactions, provide a powerful platform to achieve this. This study introduces a DCL constructed using reversible exchange reactions involving thiols, dithioacetals, thioesters, and disulfides. The library is organized into two distinct yet interconnected layers: one activated under acidic conditions via thiol/dithioacetal exchange, and the other responsive to basic conditions through thiol/thioester/disulfideexchange, with temperature further modulating these processes. The layers operate independently but share thiol intermediates, enabling redistribution of molecular components in response to environmental changes. Transient variations in pH or temperature alter the system’s connectivity, driving shifts in its final steady-state composition. Notably, the system encodes information about the nature and timing of these disturbances, which persists even after the external stimuli are removed. This "chemical memory" is reflected in the equilibrium state reached after 24 hours, offering new insights into how dynamic systems can retain environmental information.
publishDate 2025
dc.date.none.fl_str_mv 2025-03
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/11336/274364
Riera, Micaela Belen; Salazar, Mario Oscar; Maggio, Ruben Mariano; Furlan, Ricardo Luis Eugenio; Chemical Memory in a Three‐Reaction Dynamic System; Wiley; ChemSystemsChem; 7; 4; 3-2025; 1-15
2570-4206
CONICET Digital
CONICET
url http://hdl.handle.net/11336/274364
identifier_str_mv Riera, Micaela Belen; Salazar, Mario Oscar; Maggio, Ruben Mariano; Furlan, Ricardo Luis Eugenio; Chemical Memory in a Three‐Reaction Dynamic System; Wiley; ChemSystemsChem; 7; 4; 3-2025; 1-15
2570-4206
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://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/syst.202500002
info:eu-repo/semantics/altIdentifier/doi/10.1002/syst.202500002
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/
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application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
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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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