4.6 Article

Sonication-Triggered Instantaneous Gel-to-Gel Transformation

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 30, Pages 9099-9106

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201000187

Keywords

gel-to-gel transitions; gels; peptides; self-assembly; sonication

Funding

  1. National Science Foundation of China [20771027, 30890141]
  2. National Basic Research Program of China [2009CB930400]
  3. Specialized Research Fund for the Doctoral Program of Higher Education [200802460007]
  4. Shanghai Sci. Tech. Comm. [08JC1402400]
  5. Shanghai Leading Academic Discipline Project (BIOS)

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Two new peptide-based isomers containing cholesterol and naphthalic groups have been designed and synthesized. We found that the position of L-alanine in the linker could tune the gelation properties and morphologies. The molecule with the L-alanine residue positioned in the middle of the linker (1b) shows better gelation behavior than that with L-alanine directly linked to the naphthalimido moiety (1a). As a result, a highly thermostable organogel of 1b with a unique core- shell structure was obtained at high temperature and pressure in acetonitrile. Moreover, the gels of 1a and 1b could undergo an instantaneous gel-to-gel transition triggered by sonication. Ultrasound could break the core shell microsphere of 1b and the micelle structure of 1a into entangled fibers. By studying the mechanism of the sonication-triggered gel-to-gel transition process of these compounds, it can be concluded that ultrasound has a variety of effects on the morphology, such as cutting, knitting, unfolding, homogenizing, and even cross-linking. Typically, ultrasound can cleave and homogenize pi-stacking and hydrophobic interactions among the gel molecules and then reshape the morphologies to form a new gel. This mechanism of morphology transformation triggered by sonication might be attractive in the field of material storage and controlled release.

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