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Evaluation of the effects of phenylalanine and carboxylate on the rheological behaviors of small molecule hydrogelators containing naphthalene

Published online by Cambridge University Press:  16 February 2012

Junfeng Shi ,
Yue Pan ,
Yuan Gao  and
Bing Xu
Junfeng Shi
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Yue Pan
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Yuan Gao
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
Bing Xu
Affiliation:
Department of chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02453, USA
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Abstract

By systematically altering the number and position of phenylalanine and carboxylate groups on a series of hydrogelators containing a naphthalene motif, we evaluated the correlation of molecular structures, self-assembly, and the rheological properties of the hydrogels. The storage moduli of the hydrogels decrease with the increase of the number of phenylalanine or with the insertion of a cysteine residue, and the effect of the carboxylic group on the rheological properties depends on the backbone of the hydrogelators. Transmission electron microscopy shows that these hydrogelators self-assemble in water to form nanofibers and result in threedimensional networks. Circular dichroism experiment indicates the hydrogelators self-assemble to form β-sheet-like structure within the nanofibers. This work suggests that control of the synergy of hydrogen bonding and aromatic-aromatic interactions may offer a feasible way to modulate the rheological properties of molecular hydrogels consisting of small molecules.

Keywords

biological synthesis (assembly)biomaterialviscoelasticity
Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 1418: Symposium LL/MM – Gels and Biomedical Materials , 2012 , mrsf11-1418-ll06-03
Copyright
Copyright © Materials Research Society 2012

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