Accessing Improbable Foldamer Shapes with Strained Macrocycles
| dc.rights.license | open | en_US |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | URUSHIBARA, Ko | |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | FERRAND, Yann | |
| dc.contributor.author | LIU, Zhiwei | |
| dc.contributor.author | KATAGIRI, Kosuke | |
| dc.contributor.author | KAWAHATA, Masatoshi | |
| hal.structure.identifier | Institut Européen de Chimie et Biologie [IECB] | |
| dc.contributor.author | MORVAN, Estelle | |
| dc.contributor.author | D'ELIA, Ryan | |
| dc.contributor.author | POPHRISTIC, Vojislava | |
| dc.contributor.author | TANATANI, Aya | |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | HUC, Ivan | |
| dc.date.accessioned | 2021-07-07T15:07:37Z | |
| dc.date.available | 2021-07-07T15:07:37Z | |
| dc.date.issued | 2021 | |
| dc.identifier.issn | 2049-954X | en_US |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/95022 | |
| dc.description.abstractEn | The alkylation of some secondary amide functions with a dimethoxybenzyl (DMB) group in oligomers of 8-amino-2-quinolinecarboxylic acid destabilizes the otherwise favored helical conformations, and allows for cyclization to take place. A cyclic hexamer and a cyclic heptamer were produced in this manner. After DMB removal, X-ray crystallography and NMR show that the macrocycles adopt strained conformations that would be improbable in noncyclic species. The high helix folding propensity of the main chain is partly expressed in these conformations, but it remains frustrated by macrocyclization. Despite being homomeric, the macrocycles possess inequivalent monomer units. Experimental and computational studies highlight specific fluxional pathways within these structures. Extensive simulated annealing molecular dynamics allow for the prediction of the conformations for larger macrocycles with up to sixteen monomers. | |
| dc.language.iso | EN | en_US |
| dc.rights | Attribution-NonCommercial 3.0 United States | * |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc/3.0/us/ | * |
| dc.subject.en | cis amide | |
| dc.subject.en | fluxionality | |
| dc.subject.en | foldamer | |
| dc.subject.en | macrocycle | |
| dc.subject.en | strained structures | |
| dc.title.en | Accessing Improbable Foldamer Shapes with Strained Macrocycles | |
| dc.type | Article de revue | en_US |
| dc.identifier.doi | 10.1002/chem.202101201 | en_US |
| dc.subject.hal | Chimie/Matériaux | en_US |
| bordeaux.journal | Chemistry (Weinheim an der Bergstrasse, Germany) | en_US |
| bordeaux.page | 1-12 | en_US |
| bordeaux.hal.laboratories | Institut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN) - UMR 5248 | en_US |
| bordeaux.issue | 27 | en_US |
| bordeaux.institution | Université de Bordeaux | en_US |
| bordeaux.institution | Bordeaux INP | en_US |
| bordeaux.institution | CNRS | en_US |
| bordeaux.peerReviewed | oui | en_US |
| bordeaux.inpress | non | en_US |
| hal.identifier | hal-03280923 | |
| hal.version | 1 | |
| hal.date.transferred | 2021-07-07T15:07:42Z | |
| hal.export | true | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Chemistry%20(Weinheim%20an%20der%20Bergstrasse,%20Germany)&rft.date=2021&rft.issue=27&rft.spage=1-12&rft.epage=1-12&rft.eissn=2049-954X&rft.issn=2049-954X&rft.au=URUSHIBARA,%20Ko&FERRAND,%20Yann&LIU,%20Zhiwei&KATAGIRI,%20Kosuke&KAWAHATA,%20Masatoshi&rft.genre=article |
