Document Detail

Thermotropic liquid-crystalline peptide derivatives: oligo(glutamic acid)s forming hydrogen-bonded columns.
MedLine Citation:
PMID:  15731874     Owner:  NLM     Status:  MEDLINE    
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.
Masayuki Nishii; Toru Matsuoka; Yuko Kamikawa; Takashi Kato
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2005-02-02
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  3     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2005 Mar 
Date Detail:
Created Date:  2005-02-25     Completed Date:  2006-06-22     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  875-80     Citation Subset:  IM    
Department of Chemistry and Biotechnology, School of Engineering, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-8656, Japan.
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MeSH Terms
Alkanes / chemistry
Amides / chemistry
Calorimetry, Differential Scanning
Ethers / chemistry
Fatty Acids / chemistry
Glutamic Acid / chemistry*
Hydrogen Bonding
Liquid Crystals / chemistry*
Microscopy, Polarization
Models, Molecular
Molecular Structure
Oligopeptides / chemical synthesis,  chemistry*
Phase Transition
Spectrophotometry, Infrared
Transition Temperature
X-Ray Diffraction
Reg. No./Substance:
0/Alkanes; 0/Amides; 0/Ethers; 0/Fatty Acids; 0/Oligopeptides; 56-86-0/Glutamic Acid

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