Beilstein J. Org. Chem.2013,9, 908–917, doi:10.3762/bjoc.9.104
are excellent candidates to promote aromatic–aromaticinteraction in water to form hydrogels, this work contributes to the development of functional molecules that have dual or multiple roles and ultimately may lead to new molecular hydrogels of therapeutic agents for topical use.
Keywords: self
solution of 4a becomes a stable semitransparent hydrogel (Figure 1H) after standing at room temperature and pH 7.2 overnight. Despite its thermal reversibility, 4a shows weak recovery properties. Compound 5a fails to form a hydrogel, likely due to the insufficient aromatic–aromaticinteraction originating
form a hydrogel. The hydrogels of 1g and 3g shrink within 30 min after hydrogelation and tend to precipitate at room temperature over 24 h, indicating poor stability of the hydrogels of 1g and 3g. This result further confirms the critical role of aromatic–aromaticinteraction for stabilizing molecular
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Graphical Abstract
Scheme 1:
The structures of the NSAIDs and peptides explored as the building blocks of hydrogelators in this ...
Beilstein J. Org. Chem.2011,7, 167–172, doi:10.3762/bjoc.7.23
/bjoc.7.23 Abstract We report herein the use of an aromatic–aromaticinteraction to produce small molecule hydrogelators that self-assemble in water and form molecular nanofibers in the resulting hydrogels. Among these hydrogelators, a hydrogelator (6) made from a phenylalanine and a cinnamoyl group
properties. Notably, compound 6 can undergo cis/trans-isomerization upon UV irradiation.
Keywords: aromatic–aromaticinteraction; cinnamoyl; hydrogel; hydrogelator; supramolecular; Introduction
Gels formed by three-dimensional, elastic networks to encapsulate a liquid [1], have many useful properties (e.g
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Graphical Abstract
Scheme 1:
The chemical structures of the phenylalanine derivatives.