Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers

Autores
Fanani, Maria Laura; Busto, Jon V.; Sot, Jesús; Abad, José L.; Fabrías, Gemma; Saiz, Leonor; Vilar, Jose M. G.; Goñi, Félix M.; Maggio, Bruno; Alonso, Alicia
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Sphingosine [(2S,3R,4E)-2-amino-4-octadecene-1,3-diol] is the most common sphingoid base in mammals. Ceramides are N-acyl sphingosines. Numerous small variations on this canonical structure are known, including the 1-deoxy, the 4,5-dihydro, and many others. However, whenever there is a Δ4 double bond, it adopts the trans (or E) configuration. We synthesized a ceramide containing 4Z-sphingosine and palmitic acid (cis-pCer) and studied its behavior in the form of monolayers extended on an air-water interface. cis-pCer acted very differently from the trans isomer in that, upon lateral compression of the monolayer, a solid-solid transition was clearly observed at a mean molecular area ≤44 Å2·molecule-1, whose characteristics depended on the rate of compression. The solid-solid transition, as well as states of domain coexistence, could be imaged by atomic force microscopy and by Brewster-angle microscopy. Atomistic molecular dynamics simulations provided results compatible with the experimentally observed differences between the cis and trans isomers. The data can help in the exploration of other solid-solid transitions in lipids, both in vitro and in vivo, that have gone up to now undetected because of their less obvious change in surface properties along the transition, as compared to cis-pCer.
Fil: Fanani, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Busto, Jon V.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; España
Fil: Sot, Jesús. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
Fil: Abad, José L.. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; España
Fil: Fabrías, Gemma. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; España
Fil: Saiz, Leonor. University of California; Estados Unidos. Massachusetts Institute of Technology; Estados Unidos
Fil: Vilar, Jose M. G.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; España
Fil: Goñi, Félix M.. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
Fil: Maggio, Bruno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Alonso, Alicia. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
Materia
SPHINGOLIPIDS
LIPID DOMAIN
AFM
BREWSTER ANGLE MICROSCOPY
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:11336/95826
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/95826
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide MonolayersFanani, Maria LauraBusto, Jon V.Sot, JesúsAbad, José L.Fabrías, GemmaSaiz, LeonorVilar, Jose M. G.Goñi, Félix M.Maggio, BrunoAlonso, AliciaSPHINGOLIPIDSLIPID DOMAINAFMBREWSTER ANGLE MICROSCOPYhttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Sphingosine [(2S,3R,4E)-2-amino-4-octadecene-1,3-diol] is the most common sphingoid base in mammals. Ceramides are N-acyl sphingosines. Numerous small variations on this canonical structure are known, including the 1-deoxy, the 4,5-dihydro, and many others. However, whenever there is a Δ4 double bond, it adopts the trans (or E) configuration. We synthesized a ceramide containing 4Z-sphingosine and palmitic acid (cis-pCer) and studied its behavior in the form of monolayers extended on an air-water interface. cis-pCer acted very differently from the trans isomer in that, upon lateral compression of the monolayer, a solid-solid transition was clearly observed at a mean molecular area ≤44 Å2·molecule-1, whose characteristics depended on the rate of compression. The solid-solid transition, as well as states of domain coexistence, could be imaged by atomic force microscopy and by Brewster-angle microscopy. Atomistic molecular dynamics simulations provided results compatible with the experimentally observed differences between the cis and trans isomers. The data can help in the exploration of other solid-solid transitions in lipids, both in vitro and in vivo, that have gone up to now undetected because of their less obvious change in surface properties along the transition, as compared to cis-pCer.Fil: Fanani, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; ArgentinaFil: Busto, Jon V.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Sot, Jesús. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; EspañaFil: Abad, José L.. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; EspañaFil: Fabrías, Gemma. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; EspañaFil: Saiz, Leonor. University of California; Estados Unidos. Massachusetts Institute of Technology; Estados UnidosFil: Vilar, Jose M. G.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; EspañaFil: Goñi, Félix M.. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; EspañaFil: Maggio, Bruno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; ArgentinaFil: Alonso, Alicia. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; EspañaAmerican Chemical Society2018-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/95826Fanani, Maria Laura; Busto, Jon V.; Sot, Jesús; Abad, José L.; Fabrías, Gemma; et al.; Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers; American Chemical Society; Langmuir; 34; 39; 10-2018; 11749-117580743-7463CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/10.1021/acs.langmuir.8b02198info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.langmuir.8b02198info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:08:22Zoai:ri.conicet.gov.ar:11336/95826instacron: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:34982025-09-10 13:08:23.217CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
title Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
spellingShingle Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
Fanani, Maria Laura
SPHINGOLIPIDS
LIPID DOMAIN
AFM
BREWSTER ANGLE MICROSCOPY
title_short Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
title_full Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
title_fullStr Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
title_full_unstemmed Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
title_sort Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers
dc.creator.none.fl_str_mv Fanani, Maria Laura
Busto, Jon V.
Sot, Jesús
Abad, José L.
Fabrías, Gemma
Saiz, Leonor
Vilar, Jose M. G.
Goñi, Félix M.
Maggio, Bruno
Alonso, Alicia
author Fanani, Maria Laura
author_facet Fanani, Maria Laura
Busto, Jon V.
Sot, Jesús
Abad, José L.
Fabrías, Gemma
Saiz, Leonor
Vilar, Jose M. G.
Goñi, Félix M.
Maggio, Bruno
Alonso, Alicia
author_role author
author2 Busto, Jon V.
Sot, Jesús
Abad, José L.
Fabrías, Gemma
Saiz, Leonor
Vilar, Jose M. G.
Goñi, Félix M.
Maggio, Bruno
Alonso, Alicia
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv SPHINGOLIPIDS
LIPID DOMAIN
AFM
BREWSTER ANGLE MICROSCOPY
topic SPHINGOLIPIDS
LIPID DOMAIN
AFM
BREWSTER ANGLE MICROSCOPY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Sphingosine [(2S,3R,4E)-2-amino-4-octadecene-1,3-diol] is the most common sphingoid base in mammals. Ceramides are N-acyl sphingosines. Numerous small variations on this canonical structure are known, including the 1-deoxy, the 4,5-dihydro, and many others. However, whenever there is a Δ4 double bond, it adopts the trans (or E) configuration. We synthesized a ceramide containing 4Z-sphingosine and palmitic acid (cis-pCer) and studied its behavior in the form of monolayers extended on an air-water interface. cis-pCer acted very differently from the trans isomer in that, upon lateral compression of the monolayer, a solid-solid transition was clearly observed at a mean molecular area ≤44 Å2·molecule-1, whose characteristics depended on the rate of compression. The solid-solid transition, as well as states of domain coexistence, could be imaged by atomic force microscopy and by Brewster-angle microscopy. Atomistic molecular dynamics simulations provided results compatible with the experimentally observed differences between the cis and trans isomers. The data can help in the exploration of other solid-solid transitions in lipids, both in vitro and in vivo, that have gone up to now undetected because of their less obvious change in surface properties along the transition, as compared to cis-pCer.
Fil: Fanani, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Busto, Jon V.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; España
Fil: Sot, Jesús. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
Fil: Abad, José L.. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; España
Fil: Fabrías, Gemma. Consejo Superior de Investigaciones Científicas. Instituto de Química Avanzada de Catalunya; España
Fil: Saiz, Leonor. University of California; Estados Unidos. Massachusetts Institute of Technology; Estados Unidos
Fil: Vilar, Jose M. G.. Universidad del País Vasco; España. Consejo Superior de Investigaciones Científicas; España
Fil: Goñi, Félix M.. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
Fil: Maggio, Bruno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones en Química Biológica de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Centro de Investigaciones en Química Biológica de Córdoba; Argentina
Fil: Alonso, Alicia. Consejo Superior de Investigaciones Científicas; España. Universidad del País Vasco; España
description Sphingosine [(2S,3R,4E)-2-amino-4-octadecene-1,3-diol] is the most common sphingoid base in mammals. Ceramides are N-acyl sphingosines. Numerous small variations on this canonical structure are known, including the 1-deoxy, the 4,5-dihydro, and many others. However, whenever there is a Δ4 double bond, it adopts the trans (or E) configuration. We synthesized a ceramide containing 4Z-sphingosine and palmitic acid (cis-pCer) and studied its behavior in the form of monolayers extended on an air-water interface. cis-pCer acted very differently from the trans isomer in that, upon lateral compression of the monolayer, a solid-solid transition was clearly observed at a mean molecular area ≤44 Å2·molecule-1, whose characteristics depended on the rate of compression. The solid-solid transition, as well as states of domain coexistence, could be imaged by atomic force microscopy and by Brewster-angle microscopy. Atomistic molecular dynamics simulations provided results compatible with the experimentally observed differences between the cis and trans isomers. The data can help in the exploration of other solid-solid transitions in lipids, both in vitro and in vivo, that have gone up to now undetected because of their less obvious change in surface properties along the transition, as compared to cis-pCer.
publishDate 2018
dc.date.none.fl_str_mv 2018-10
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/11336/95826
Fanani, Maria Laura; Busto, Jon V.; Sot, Jesús; Abad, José L.; Fabrías, Gemma; et al.; Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers; American Chemical Society; Langmuir; 34; 39; 10-2018; 11749-11758
0743-7463
CONICET Digital
CONICET
url http://hdl.handle.net/11336/95826
identifier_str_mv Fanani, Maria Laura; Busto, Jon V.; Sot, Jesús; Abad, José L.; Fabrías, Gemma; et al.; Clearly Detectable, Kinetically Restricted Solid-Solid Phase Transition in cis-Ceramide Monolayers; American Chemical Society; Langmuir; 34; 39; 10-2018; 11749-11758
0743-7463
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://pubs.acs.org/doi/10.1021/acs.langmuir.8b02198
info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.langmuir.8b02198
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
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 12.993085

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