| Peptide Chirality Sensing by a Cyclodextrin-Polythiophene Conjugate. | |
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MedLine Citation:
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PMID: 22829530 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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A new cyclodextrin-polythiophene conjugate (CDPT) has been prepared by attaching permethyl-α-cyclodextrins to polythiophene (PT) through a hexamethylene tether. Circular dichroism spectral examination of CDPT revealed that only a weak positive Cotton effect (Δε=0.1 M(-1) cm(-1) ) was induced at the main band of the PT in dimethyl sulfoxide and similarly weak bisignate signals in pure and aqueous methanol solutions, which indicates that the α-cyclodextrins appended to PT with a long tether are ineffective in inducing a homochiral structure in the PT backbone. Nevertheless, enantiomeric amino acids and dipeptides added to an aqueous methanolic solution of CDPT caused chirality-dependent hypochromic changes in the UV/Vis spectra, which enabled us to sense these species and quantitatively determine the enantioselectivity by observing the difference in absorbance upon interaction with pairs of enantiomers. Enantiomeric d,d/l,l-dipeptide pairs rather than D/L-amino acid pairs were better differentiated in general, the highest dd/ll selectivity of 13.7 being observed for Phe-Phe. |
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Authors:
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Gaku Fukuhara; Yoshihisa Inoue |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-7-24 |
Journal Detail:
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Title: Chemistry (Weinheim an der Bergstrasse, Germany) Volume: - ISSN: 1521-3765 ISO Abbreviation: - Publication Date: 2012 Jul |
Date Detail:
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Created Date: 2012-7-25 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9513783 Medline TA: Chemistry Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
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Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
Affiliation:
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Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871 (Japan), Fax: (+81) 668-797-923. gaku@chem.eng.osaka-u.ac.jp. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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