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Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation
Interactions of ribonucleic acid (RNA) with guanidine and guanidine derivatives are important features in RNA–protein and RNA–drug binding. Here we have investigated noncovalently bound complexes of an 8‐nucleotide RNA and six different ligands, all of which have a guanidinium moiety, by using elect...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5715244/ https://www.ncbi.nlm.nih.gov/pubmed/29226062 http://dx.doi.org/10.1002/open.201700143 |
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author | Vušurović, Jovana Schneeberger, Eva‐Maria Breuker, Kathrin |
author_facet | Vušurović, Jovana Schneeberger, Eva‐Maria Breuker, Kathrin |
author_sort | Vušurović, Jovana |
collection | PubMed |
description | Interactions of ribonucleic acid (RNA) with guanidine and guanidine derivatives are important features in RNA–protein and RNA–drug binding. Here we have investigated noncovalently bound complexes of an 8‐nucleotide RNA and six different ligands, all of which have a guanidinium moiety, by using electrospray ionization (ESI) and collisionally activated dissociation (CAD) mass spectrometry (MS). The order of complex stability correlated almost linearly with the number of ligand atoms that can potentially be involved in hydrogen‐bond or salt‐bridge interactions with the RNA, but not with the proton affinity of the ligands. However, ligand dissociation of the complex ions in CAD was generally accompanied by proton transfer from ligand to RNA, which indicated conversion of salt‐bridge into hydrogen‐bond interactions. The relative stabilities and dissociation pathways of [RNA+m L−n H](n−) complexes with different stoichiometries (m=1–5) and net charge (n= 2–5) revealed both specific and unspecific ligand binding to the RNA. |
format | Online Article Text |
id | pubmed-5715244 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-57152442017-12-08 Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation Vušurović, Jovana Schneeberger, Eva‐Maria Breuker, Kathrin ChemistryOpen Full Papers Interactions of ribonucleic acid (RNA) with guanidine and guanidine derivatives are important features in RNA–protein and RNA–drug binding. Here we have investigated noncovalently bound complexes of an 8‐nucleotide RNA and six different ligands, all of which have a guanidinium moiety, by using electrospray ionization (ESI) and collisionally activated dissociation (CAD) mass spectrometry (MS). The order of complex stability correlated almost linearly with the number of ligand atoms that can potentially be involved in hydrogen‐bond or salt‐bridge interactions with the RNA, but not with the proton affinity of the ligands. However, ligand dissociation of the complex ions in CAD was generally accompanied by proton transfer from ligand to RNA, which indicated conversion of salt‐bridge into hydrogen‐bond interactions. The relative stabilities and dissociation pathways of [RNA+m L−n H](n−) complexes with different stoichiometries (m=1–5) and net charge (n= 2–5) revealed both specific and unspecific ligand binding to the RNA. John Wiley and Sons Inc. 2017-10-24 /pmc/articles/PMC5715244/ /pubmed/29226062 http://dx.doi.org/10.1002/open.201700143 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Full Papers Vušurović, Jovana Schneeberger, Eva‐Maria Breuker, Kathrin Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title | Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title_full | Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title_fullStr | Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title_full_unstemmed | Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title_short | Interactions of Protonated Guanidine and Guanidine Derivatives with Multiply Deprotonated RNA Probed by Electrospray Ionization and Collisionally Activated Dissociation |
title_sort | interactions of protonated guanidine and guanidine derivatives with multiply deprotonated rna probed by electrospray ionization and collisionally activated dissociation |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5715244/ https://www.ncbi.nlm.nih.gov/pubmed/29226062 http://dx.doi.org/10.1002/open.201700143 |
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