Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors

The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of these rods in divalent systems are shown....

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Autores principales: Pertici, Francesca, Varga, Norbert, van Duijn, Arnoud, Rey-Carrizo, Matias, Bernardi, Anna, Pieters, Roland J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3566787/
https://www.ncbi.nlm.nih.gov/pubmed/23400701
http://dx.doi.org/10.3762/bjoc.9.25
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author Pertici, Francesca
Varga, Norbert
van Duijn, Arnoud
Rey-Carrizo, Matias
Bernardi, Anna
Pieters, Roland J
author_facet Pertici, Francesca
Varga, Norbert
van Duijn, Arnoud
Rey-Carrizo, Matias
Bernardi, Anna
Pieters, Roland J
author_sort Pertici, Francesca
collection PubMed
description The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of these rods in divalent systems are shown. Inhibition studies with Pseudomonas Aeruginosa lectin LecA showed that the rigid spacer proved greatly beneficial for the inhibitory potency.
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spelling pubmed-35667872013-02-11 Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors Pertici, Francesca Varga, Norbert van Duijn, Arnoud Rey-Carrizo, Matias Bernardi, Anna Pieters, Roland J Beilstein J Org Chem Full Research Paper The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of these rods in divalent systems are shown. Inhibition studies with Pseudomonas Aeruginosa lectin LecA showed that the rigid spacer proved greatly beneficial for the inhibitory potency. Beilstein-Institut 2013-01-31 /pmc/articles/PMC3566787/ /pubmed/23400701 http://dx.doi.org/10.3762/bjoc.9.25 Text en Copyright © 2013, Pertici et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Pertici, Francesca
Varga, Norbert
van Duijn, Arnoud
Rey-Carrizo, Matias
Bernardi, Anna
Pieters, Roland J
Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title_full Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title_fullStr Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title_full_unstemmed Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title_short Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
title_sort efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3566787/
https://www.ncbi.nlm.nih.gov/pubmed/23400701
http://dx.doi.org/10.3762/bjoc.9.25
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