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Carbamate-Based Bolaamphiphile as Low-Molecular-Weight Hydrogelators

A new bolaamphiphile analog featuring carbamate moieties was synthesized in six steps starting from thymidine. The amphiphile structure exhibits nucleoside-sugar polar heads attached to a hydrophobic spacer via carbamate (urethane) functions. This molecular structure, which possesses additional H-bo...

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Detalles Bibliográficos
Autores principales: Latxague, Laurent, Gaubert, Alexandra, Maleville, David, Baillet, Julie, Ramin, Michael A., Barthélémy, Philippe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6318576/
https://www.ncbi.nlm.nih.gov/pubmed/30674156
http://dx.doi.org/10.3390/gels2040025
Descripción
Sumario:A new bolaamphiphile analog featuring carbamate moieties was synthesized in six steps starting from thymidine. The amphiphile structure exhibits nucleoside-sugar polar heads attached to a hydrophobic spacer via carbamate (urethane) functions. This molecular structure, which possesses additional H-bonding capabilities, induces the stabilization of low-molecular-weight gels (LMWGs) in water. The rheological studies revealed that the new bolaamphiphile 7 stabilizes thixotropic hydrogels with a high elastic modulus (G′ > 50 kPa).