Document Detail

Parallel assembly of dipolar columns composed of a stacked cyclic tri-beta-peptide.
MedLine Citation:
PMID:  16688335     Owner:  NLM     Status:  MEDLINE    
A novel cyclic trimer of a beta-amino acid, trans-2-aminocyclohexylcarboxylic acid, was synthesized and its conformation and ability to form assemblies investigated. FT-IR and NMR measurements and computational calculations showed that this cyclic tri-beta-peptide has a C3-symmetric conformation with trans amide groups. A notable feature of the conformation is a vertical and parallel orientation of the three amide groups to the cyclic skeleton. The cyclic tri-beta-peptide was crystallized from a solution in trifluoroacetic acid-methanol (or trifluoroacetic acid-water) to yield a rod-shaped molecular assembly, as observed by TEM. The electron crystallography of the rod-shaped assembly both in suspension and in ultrathin cross-section revealed that the cyclic tri-beta-peptides were stacked up to form molecular columns, and that a two-fold screw symmetry operation along the column direction was present in the unit cell, which contained two cyclic tri-beta-peptides. This indicates that all the amide groups are oriented in the same direction. Since any two molecular columns are staggered by a quarter of a c-axis length and aligned parallel to each other, the dipole moments of the columns are aligned to enhance the strength additively in the whole assembly.
Futoshi Fujimura; Makoto Fukuda; Junji Sugiyama; Tomoyuki Morita; Shunsaku Kimura
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-04-13
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  4     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2006 May 
Date Detail:
Created Date:  2006-05-11     Completed Date:  2007-08-06     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  1896-901     Citation Subset:  IM    
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-Daigaku-Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
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MeSH Terms
Crystallography, X-Ray
Magnetic Resonance Spectroscopy
Peptides, Cyclic / chemical synthesis,  chemistry*
Protein Conformation
Spectroscopy, Fourier Transform Infrared
Reg. No./Substance:
0/Peptides, Cyclic

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