Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity
In this study, microcin J25, a potent antimicrobial lasso peptide that acts on Gram-negative bacteria, was subjected to a harsh treatment with a base in order to interrogate its stability and mechanism of action and explore its structure-activity relationship. Despite the high stability reported for...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-10-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/20/20/5152 |
| _version_ | 1811232184663539712 |
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| author | Helena Martin-Gómez Marta Jorba Fernando Albericio Miguel Viñas Judit Tulla-Puche |
| author_facet | Helena Martin-Gómez Marta Jorba Fernando Albericio Miguel Viñas Judit Tulla-Puche |
| author_sort | Helena Martin-Gómez |
| collection | DOAJ |
| description | In this study, microcin J25, a potent antimicrobial lasso peptide that acts on Gram-negative bacteria, was subjected to a harsh treatment with a base in order to interrogate its stability and mechanism of action and explore its structure-activity relationship. Despite the high stability reported for this lasso peptide, the chemical treatment led to the detection of a new product. Structural studies revealed that this product retained the lasso topology, but showed no antimicrobial activity due to the epimerization of a key residue for the activity. Further microbiological assays also demonstrated that it showed a high synergistic effect with colistin. |
| first_indexed | 2024-04-12T10:59:11Z |
| format | Article |
| id | doaj.art-95a85228ca12423591171bba2f1c6eaf |
| institution | Directory Open Access Journal |
| issn | 1422-0067 |
| language | English |
| last_indexed | 2024-04-12T10:59:11Z |
| publishDate | 2019-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-95a85228ca12423591171bba2f1c6eaf2022-12-22T03:36:01ZengMDPI AGInternational Journal of Molecular Sciences1422-00672019-10-012020515210.3390/ijms20205152ijms20205152Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial ActivityHelena Martin-Gómez0Marta Jorba1Fernando Albericio2Miguel Viñas3Judit Tulla-Puche4Institute for Research in Biomedicine, Baldiri Reixac 10, 08028 Barcelona, SpainDepartment of Pathology & Experimental Therapeutics, Medical School & IDIBELL Bellvitge, University of Barcelona, Campus Bellvitge, 08907 Hospitalet de Llobregat, SpainDepartment of Inorganic and Organic Chemistry–Organic Chemistry Section, University of Barcelona Martí i Franquès 1-11, 08028 Barcelona, SpainDepartment of Pathology & Experimental Therapeutics, Medical School & IDIBELL Bellvitge, University of Barcelona, Campus Bellvitge, 08907 Hospitalet de Llobregat, SpainDepartment of Inorganic and Organic Chemistry–Organic Chemistry Section, University of Barcelona Martí i Franquès 1-11, 08028 Barcelona, SpainIn this study, microcin J25, a potent antimicrobial lasso peptide that acts on Gram-negative bacteria, was subjected to a harsh treatment with a base in order to interrogate its stability and mechanism of action and explore its structure-activity relationship. Despite the high stability reported for this lasso peptide, the chemical treatment led to the detection of a new product. Structural studies revealed that this product retained the lasso topology, but showed no antimicrobial activity due to the epimerization of a key residue for the activity. Further microbiological assays also demonstrated that it showed a high synergistic effect with colistin.https://www.mdpi.com/1422-0067/20/20/5152antimicrobial peptidemicrocin j25epimerizationlasso peptidemechanism of action |
| spellingShingle | Helena Martin-Gómez Marta Jorba Fernando Albericio Miguel Viñas Judit Tulla-Puche Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity International Journal of Molecular Sciences antimicrobial peptide microcin j25 epimerization lasso peptide mechanism of action |
| title | Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity |
| title_full | Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity |
| title_fullStr | Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity |
| title_full_unstemmed | Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity |
| title_short | Chemical Modification of Microcin J25 Reveals New Insights on the Stereospecific Requirements for Antimicrobial Activity |
| title_sort | chemical modification of microcin j25 reveals new insights on the stereospecific requirements for antimicrobial activity |
| topic | antimicrobial peptide microcin j25 epimerization lasso peptide mechanism of action |
| url | https://www.mdpi.com/1422-0067/20/20/5152 |
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