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Poly(β-Amino acids). V. Synthesis and conformation of oligomeric α-isobutyl-L-aspartate
Authors:Heimei Yuki  Yoshio Okamoto  Yuichi Doi
Abstract:α-Isobutyl-L -aspartate oligomers, Z-(α-i-Bu-Asp)2n–OEt (n = 1–5), where Z = benzyloxycarbonyl and OEt = ethyl ester, were prepared stepwise, and their conformation in solution was investigated by optical rotation, circular dichroism (CD), and NMR spectroscopy. The oligomers up to hexamer existed only in a disordered form. An ordered structure began to appear at octamer and decamer in chloroform and 2,2,2-trifluoroethanol. The ordered structure was more favorable for N-unprotected oligomers, H-(α-i-Bu-Asp)2n–OEt, in comparison with the corresponding Z-(α-i-Bu-Asp)2n–OEt. The effects of oligomer concentration and temperature on the structure were slightly observed. The most likely ordered structure was a β form caused by intramolecular association.
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