Synthesis and Secondary Conformations of Homochiral β-Oligopeptides Containing Aryl Side Chains

doi:10.1007/s40242-015-4423-9

Abstract

Abstract:

A series of novel homochiral β-oligopeptides bearing aryl side chains was designed and synthesized from (S)-β-phenyl-β-amino acid derivatives by solution-phase methods. By means of circular dichroism(CD), Fourier- transform infrared spectrometry(FTIR), powder X^-ray diffraction analysis(XRD) and density functional theory(DFT) calculations, we suggest that dipeptide P-2 and tripeptide P-3 adopt random coil-like conformations, pentapeptide P-5 and hexapeptide P-6 adopt stable 12-helix conformations in both solution and solid-state. Meanwhile, tetrapeptide P-4 adopt random coil-like conformation in solution and adopt 12-helix conformation in solid state.

Key words: β-Amino acid, β-Oligopeptide, Conformation

ZHANG Yonghong, LI Liangchun, YUAN Weicheng, ZHANG Xiaomei. Synthesis and Secondary Conformations of Homochiral β-Oligopeptides Containing Aryl Side Chains[J]. Chemical Research in Chinese Universities, 2015, 31(3): 381-387.

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