Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties

Ctn[15-34], the C-terminal section of crotalicidin (Ctn), a cathelicidin from a South American pit viper, is an antimicrobial and antitumoral peptide with remarkably longer stability in human serum than the parent Ctn. In this work, a set of topoisomers of both Ctn and Ctn[15-34], including the retr...

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Authors: Carrera-Aubesart, Adam|||0000-0001-6196-1647, Defaus, Sira|||0000-0002-3106-458X, Pérez-Peinado, Clara, Sandín, Daniel|||0000-0002-2805-0208, Torrent, Marc|||0000-0001-6567-3474, Jiménez, María Ángeles|||0000-0001-6835-5850, Andreu Martínez, David|||0000-0002-6317-6666
Format: article
Publication Date:2022
Country:España
Institution:Universitat Autònoma de Barcelona
Repository:Dipòsit Digital de Documents de la UAB
Language:English
OAI Identifier:oai:ddd.uab.cat:266405
Online Access:https://ddd.uab.cat/record/266405
https://dx.doi.org/urn:doi:10.3390/biomedicines10092110
Access Level:Open access
Keyword:Antimicrobial peptides
Snake venom
Crotalicidin
Ctn[15-34]
Enantio-
Retro-
Retroenantio peptides
Topoisomer peptides
Antitumoral peptides
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spelling Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral PropertiesCarrera-Aubesart, Adam|||0000-0001-6196-1647Defaus, Sira|||0000-0002-3106-458XPérez-Peinado, ClaraSandín, Daniel|||0000-0002-2805-0208Torrent, Marc|||0000-0001-6567-3474Jiménez, María Ángeles|||0000-0001-6835-5850Andreu Martínez, David|||0000-0002-6317-6666Antimicrobial peptidesSnake venomCrotalicidinCtn[15-34]Enantio-Retro-Retroenantio peptidesTopoisomer peptidesAntitumoral peptidesCtn[15-34], the C-terminal section of crotalicidin (Ctn), a cathelicidin from a South American pit viper, is an antimicrobial and antitumoral peptide with remarkably longer stability in human serum than the parent Ctn. In this work, a set of topoisomers of both Ctn and Ctn[15-34], including the retro, enantio, and retroenantio versions, were synthesized and tested to investigate the structural requirements for activity. All topoisomers were as active as the cognate sequences against Gram-negative bacteria and tumor cells while slightly more toxic towards normal cells. More importantly, the enhanced serum stability of the D-amino-acid-containing versions suggests that such topoisomers must be preferentially considered as future antimicrobial and anticancer peptide leads. 22022-01-0120222022-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/266405https://dx.doi.org/urn:doi:10.3390/biomedicines10092110reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengAgencia Estatal de Investigación https://doi.org/10.13039/501100011033 AGL2017-84097-C2-2-RAgencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-113184RB-C22Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-112821GB-I00Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-114627RB-I00Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PDC2021-121544-I00"la Caixa" Foundation https://doi.org/10.13039/100010434 HR17-00409open accesshttp://purl.org/coar/access_right/c_abf2Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2664052026-06-06T12:50:31Z
dc.title.none.fl_str_mv Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
title Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
spellingShingle Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
Carrera-Aubesart, Adam|||0000-0001-6196-1647
Antimicrobial peptides
Snake venom
Crotalicidin
Ctn[15-34]
Enantio-
Retro-
Retroenantio peptides
Topoisomer peptides
Antitumoral peptides
title_short Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
title_full Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
title_fullStr Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
title_full_unstemmed Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
title_sort Examining Topoisomers of a Snake-Venom-Derived Peptide for Improved Antimicrobial and Antitumoral Properties
dc.creator.none.fl_str_mv Carrera-Aubesart, Adam|||0000-0001-6196-1647
Defaus, Sira|||0000-0002-3106-458X
Pérez-Peinado, Clara
Sandín, Daniel|||0000-0002-2805-0208
Torrent, Marc|||0000-0001-6567-3474
Jiménez, María Ángeles|||0000-0001-6835-5850
Andreu Martínez, David|||0000-0002-6317-6666
author Carrera-Aubesart, Adam|||0000-0001-6196-1647
author_facet Carrera-Aubesart, Adam|||0000-0001-6196-1647
Defaus, Sira|||0000-0002-3106-458X
Pérez-Peinado, Clara
Sandín, Daniel|||0000-0002-2805-0208
Torrent, Marc|||0000-0001-6567-3474
Jiménez, María Ángeles|||0000-0001-6835-5850
Andreu Martínez, David|||0000-0002-6317-6666
author_role author
author2 Defaus, Sira|||0000-0002-3106-458X
Pérez-Peinado, Clara
Sandín, Daniel|||0000-0002-2805-0208
Torrent, Marc|||0000-0001-6567-3474
Jiménez, María Ángeles|||0000-0001-6835-5850
Andreu Martínez, David|||0000-0002-6317-6666
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Antimicrobial peptides
Snake venom
Crotalicidin
Ctn[15-34]
Enantio-
Retro-
Retroenantio peptides
Topoisomer peptides
Antitumoral peptides
topic Antimicrobial peptides
Snake venom
Crotalicidin
Ctn[15-34]
Enantio-
Retro-
Retroenantio peptides
Topoisomer peptides
Antitumoral peptides
description Ctn[15-34], the C-terminal section of crotalicidin (Ctn), a cathelicidin from a South American pit viper, is an antimicrobial and antitumoral peptide with remarkably longer stability in human serum than the parent Ctn. In this work, a set of topoisomers of both Ctn and Ctn[15-34], including the retro, enantio, and retroenantio versions, were synthesized and tested to investigate the structural requirements for activity. All topoisomers were as active as the cognate sequences against Gram-negative bacteria and tumor cells while slightly more toxic towards normal cells. More importantly, the enhanced serum stability of the D-amino-acid-containing versions suggests that such topoisomers must be preferentially considered as future antimicrobial and anticancer peptide leads.
publishDate 2022
dc.date.none.fl_str_mv 2
2022-01-01
2022
2022-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/266405
https://dx.doi.org/urn:doi:10.3390/biomedicines10092110
url https://ddd.uab.cat/record/266405
https://dx.doi.org/urn:doi:10.3390/biomedicines10092110
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 AGL2017-84097-C2-2-R
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-113184RB-C22
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-112821GB-I00
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-114627RB-I00
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PDC2021-121544-I00
"la Caixa" Foundation https://doi.org/10.13039/100010434 HR17-00409
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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