热致液晶肽衍生物：形成氢键柱的聚谷氨酸

Thermotropic liquid-crystalline peptide derivatives: oligo(glutamic acid)s forming hydrogen-bonded columns.

作者信息

Nishii Masayuki, Matsuoka Toru, Kamikawa Yuko, Kato Takashi

机构信息

Department of Chemistry and Biotechnology, School of Engineering, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-8656, Japan.

出版信息

Org Biomol Chem. 2005 Mar 7;3(5):875-80. doi: 10.1039/b416474a. Epub 2005 Feb 2.

DOI:10.1039/b416474a

PMID:15731874

Abstract

We report on new thermotropic liquid-crystalline oligo(amino acid) derivatives forming columnar structures. These are based on branched oligo(glutamic acid)s and 2-(3,4-dialkyloxyphenyl)ethyl moieties. An oligo(glutamic acid) derivative, alpha,gamma-bis(L-glutamoyl) L-glutamic acid tetra[2-(3,4-dioctadecyloxyphenyl)ethyl]ester, shows a hexagonal columnar phase, whilst a glutamic acid derivative, alpha,gamma-bis[2-(3,4-dioctadecyloxyphenyl)ethyl] L-glutamate, does not show a mesophase. Hydrogen bonds formed by the oligo(glutamic acid) moieties should contribute to the induction of the columnar liquid-crystalline properties. In addition, we have examined the effects of the molecular chirality of the oligo(glutamic acid) parts and the functionalisation at the focal position of the taper shaped molecules on the liquid-crystalline properties of the compounds.

摘要

我们报道了形成柱状结构的新型热致液晶低聚（氨基酸）衍生物。这些衍生物基于支链低聚（谷氨酸）和2-（3,4-二烷氧基苯基）乙基部分。一种低聚（谷氨酸）衍生物，α,γ-双（L-谷氨酰基）L-谷氨酸四[2-（3,4-二十八烷氧基苯基）乙基]酯，呈现六方柱状相，而谷氨酸衍生物α,γ-双[2-（3,4-二十八烷氧基苯基）乙基] L-谷氨酸则不呈现中间相。由低聚（谷氨酸）部分形成的氢键应有助于诱导柱状液晶特性。此外，我们研究了低聚（谷氨酸）部分的分子手性以及锥形分子焦点位置的官能化对化合物液晶性质的影响。