Issue 5, 2014

Giant amino acids designed on the polysaccharide scaffold and their protein-like structural interconversion

Abstract

Amphoteric β-1,3-glucans possessing both amino groups and carboxylic acid groups on the C6 positions of glucose units were designed and synthesized from naturally produced curdlan. The amphoteric polysaccharides showed the isoelectric point and the pH responsive interconversion between the original triple helix and single-stranded random structures. Since the pH dependences are comparable to the typical properties of proteins, the polysaccharides can be considered as a new class of giant amino acids. Utilizing the pH responsiveness, pH-controlled catch-and-release has been realized for cationic peptides or anionic DNA. We believe that the amphoteric polysaccharide can act as a new potential polymer to construct stimuli-responsive smart materials on the basis of the polysaccharide scaffold.

Graphical abstract: Giant amino acids designed on the polysaccharide scaffold and their protein-like structural interconversion

Supplementary files

Article information

Article type
Paper
Submitted
10 Sep 2013
Accepted
18 Nov 2013
First published
19 Nov 2013

Org. Biomol. Chem., 2014,12, 815-822

Giant amino acids designed on the polysaccharide scaffold and their protein-like structural interconversion

S. Tamaru, D. Tokunaga, K. Hori, S. Matsuda and S. Shinkai, Org. Biomol. Chem., 2014, 12, 815 DOI: 10.1039/C3OB41845F

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