Document Detail


Detection and amplification of a small enantiomeric imbalance in alpha-amino acids by a helical poly(phenylacetylene) with crown ether pendants.
MedLine Citation:
PMID:  12553829     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We have designed a novel stereoregular poly(phenylacetylene) bearing the bulky crown ether as the pendant (poly-1) for the amino acid binding site. The polymer forms a one-handed helix upon complexation with l-amino acid perchlorates, and the complexes exhibit an induced circular dichroism (ICD) with the same Cotton effect signs in the polymer backbone region through a significant cooperative interaction. Poly-1 is highly sensitive to the amino acid chirality and can detect an extremely small enantiomeric imbalance in alpha-amino acids (less than 0.005% enantiomeric excess of alanine, for example).
Authors:
Ryuji Nonokawa; Eiji Yashima
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  125     ISSN:  0002-7863     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2003 Feb 
Date Detail:
Created Date:  2003-01-29     Completed Date:  2003-04-01     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1278-83     Citation Subset:  IM    
Affiliation:
Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan.
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MeSH Terms
Descriptor/Qualifier:
Acetylene / analogs & derivatives*,  chemistry*
Amino Acids / chemistry*
Amino Alcohols / chemistry
Circular Dichroism
Ethers, Cyclic / chemistry*
Models, Molecular
Polymers / chemistry
Stereoisomerism
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Amino Alcohols; 0/Ethers, Cyclic; 0/Polymers; 536-74-3/phenylacetylene; 74-86-2/Acetylene

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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