Journal
TETRAHEDRON LETTERS
Volume 49, Issue 45, Pages 6410-6412Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.08.081
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Funding
- National Institutes of Health
- Department of Chemistry and Biochemistry at California State University, Long Beach
- Dreyfus Foundation
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We have taken advantage of the ability of the cyclic triester of L-serine to organize ligand units appended to the three alpha-amine functionalities, as in enterobactin, a siderophore produced by enteric bacteria that binds ferric ion exceptionally well (K-f = 10(49)). As an extension of the preorganization concept, this work describes the preparation and characterization of carbamate triserine lactone receptors 1-6 and their ability to act as molecular receptors for anions. These receptors bind halides (F- >> Cl- > Br- > I-) with binding constants K in the range 21-7350 L mol(-1). (C) 2008 Elsevier Ltd. All rights reserved.
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