Exploring the tubular self-assembly landscape of dinucleobase amphiphiles in water

The design and production of the next generations of synthetic aqueous self-Assembled systems able to mimic some biological features will require increasingly sophisticated monomer constituents that make use of additional interactions to hydrophibic effects to attain enhanced structural and function...

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Detalhes bibliográficos
Autores: Chamorro, Paula B., Aparicio, Fatima, Chamorro, Raquel, Bilbao, Nerea, Casado, Santiago, González Rodríguez, David
Formato: artículo
Fecha de publicación:2020
País:España
Recursos:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/698319
Acesso em linha:http://hdl.handle.net/10486/698319
https://dx.doi.org/10.1039/d0qo01110j
Access Level:acceso abierto
Palavra-chave:Carboxylation
Hydrophilicity
Nanotubes
Self assembly
Stereochemistry
Amphiphilic monomers
Biological features
Monomers
Self-assembled systems
Química
Descrição
Resumo:The design and production of the next generations of synthetic aqueous self-Assembled systems able to mimic some biological features will require increasingly sophisticated monomer constituents that make use of additional interactions to hydrophibic effects to attain enhanced structural and functional complexity. Here, we broadly investigate the aqueous self-Assembly of dinucleobase amphiphilic monomers into helical nanotubes under a wide range of different conditions of temperature, concentration, solvent composition and pH. Such monomers comprise an amphiphilic π-conjugated central block, endowed with a lipophilic chiral tail and a hydrophilic group that can be made anionic (carboxylate), neutral (glycol) or cationic (ammonium), disubstituted with complementary guanine and cytosine nucleobases at each termini. These molecules self-Assemble into amphiphilic nanotubes in water but, when subjected to diverse (drastic) changes in the experimental conditions, undergo either disassembly into monomers, chiral reorganization, or a morphological restructuration into globular objects due to dehydration of the peripheral hydrophilic groups