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Paper | Regular issue | Vol 78, No. 10, 2009, pp.2523-2530
Published online, 1st July, 2009
DOI: 10.3987/COM-09-11762
Synthesis of Novel Diketopiperazine-derivative and Obsevation of Self-Assembled Structure

Yosuke Ohta, Kayo Terada, Toshio Masuda, and Fumio Sanda*

*Department of Polymer Chemistr, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Kyoto 615-8510, Japan


An N-monomethylated unsymmetrical diketopiperazine was synthesized from D-p-hydroxyphenylglycine and sarcosine, and condensed with trans-1,4-cyclohexanedicarboxylic acid to obtain the ester having diketopiperazine moieties at the both termini. Atomic force microscope measurement indicated that the ester formed a supramolecular structure aligned in a circular pattern based on hydrogen bonding between the amide groups of the diketopiperazine moieties.