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Urea derivatives as low-molecular-weight gelators

  • Masamichi YamanakaEmail author
Review Article

Abstract

This paper reports an overview of low-molecular-weight gelators (LMWGs) that have a ureide moiety as a hydrogen-bonding site. Various mono-, bis-, tris-, and tetrakis-urea compounds can form supramolecular gels with organic solvents. The author developed a C 3-symmetrical tris-urea molecule that can form a ubiquitous framework of LMWGs. The supramolecular organogel of the tris-urea molecule exhibited a chemical-stimuli-responsive reversible gel–sol phase transition. Supramolecular hydrogels are constructed from self-assemblies of amphiphilic urea derivatives. Sugar-connected amphiphilic tris-urea was found to form a gel with water, and the hydrogels showed chemical-stimuli-responsive gel–sol phase transitions. The potential of supramolecular hydrogels as matrices of electrophoresis has been demonstrated through the supramolecular gel electrophoresis (SUGE) of protein samples using our developed amphiphilic tris-urea LMWG.

Keywords

Gel Hydrogen bond Molecular recognition Self-assembly Urea 

Notes

Acknowledgments

The author thanks the organizing committee of Association of Research for Host–Guest and Supramolecular Chemistry (Japan) for giving him “HGCS Japan Award of Excellence 2012” and the opportunity of writing this review. This work was supported by Grant-in-aid for the Scientific Research on the Innovative Areas: “Fusion Materials” (Area No. 2206, No. 23107514) and Grant-in-Aid for the Scientific Research (B) (No. 24310089) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), A-STEP (Exploratory Research) from Japan Science and Technology Agency (JST), Tokuyama Science Foundation, Kurata Grant, Daicel Chemical Industry Award in Synthetic Organic Chemistry, Japan, and Nissan Chemical Industry, LTD. The author thanks Prof. Kenji Kobayashi (Shizuoka University) for his valuable suggestions and discussions, Prof. Hideyuki Itagaki (Shizuoka University) for SEM measurements, Prof. Keiko Kashiwagi, Dr. Hideyuki Tomitori (Chiba Institute of Science), and Dr. Takanori Oyoshi (Shizuoka University) for electrophoresis research, and all the group members.

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Copyright information

© Springer Science+Business Media Dordrecht 2013

Authors and Affiliations

  1. 1.Department of ChemistryFaculty of Science, Shizuoka UniversitySuruga-kuJapan

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