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Design, synthesis and stimuli responsive gelation of novel stigmasterol-amino acid conjugates.
MedLine Citation:
PMID:  21704320     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
An efficient synthesis of three novel stigmasterol-amino acid (glycine, l-leucine and l-phenylalanine) conjugates as stimuli responsive gelators is reported. The gelation properties of the prepared compounds were investigated in a variety of organic as well as aqueous solvents. The most striking finding of our investigation was that the hydrochloride salts of the prepared conjugates acted as gelators, whereas the neutral conjugates were either non-gelators or formed only a weak gel in anisole. The hydrochloride salts of stigmasteryl glycinate and l-leucinate form gels in n-alcohols (n=4-10) and in ethane-1,2-diol, and that of stigmasteryl l-phenylalaninate forms gels in aromatic solvents and in tetrachloromethane. These unique properties of the gelators were explored to prepare stimuli responsive, "acid-base" triggered reversible sol-gel transitions. The gelators and their gels were characterized by liquid and solid-state NMR as well as FT-IR. The morphology of their corresponding xerogels was investigated by SEM.
Authors:
Hana Svobodová; Nonappa; Zdeněk Wimmer; Erkki Kolehmainen
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-6-12
Journal Detail:
Title:  Journal of colloid and interface science     Volume:  -     ISSN:  1095-7103     ISO Abbreviation:  -     Publication Date:  2011 Jun 
Date Detail:
Created Date:  2011-6-27     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0043125     Medline TA:  J Colloid Interface Sci     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2011 Elsevier Inc. All rights reserved.
Affiliation:
Department of Chemistry, University of Jyväskylä, P.O. Box 35, FI-40014 Jyväskylä, Finland; Isotope Laboratory, Institute of Experimental Botany AS CR, v.v.i., Videňská 1083, 14220 Prague 4, Czech Republic; Department of Chemistry of Natural Compounds, Institute of Chemical Technology, Technická 5, 16028 Prague 6, Czech Republic.
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