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Selective Binding of the Dipeptides L ‐Phe‐ D ‐Pro and D ‐Phe‐ L ‐Pro to β‐Cyclodextrin
Author(s) -
Maletic Milana,
Wennemers Helma,
McDonald D. Quentin,
Breslow Ronald,
Still W. Clark
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199614901
Subject(s) - tripeptide , chemistry , cyclodextrin , nuclear magnetic resonance spectroscopy , stereochemistry , peptide , biochemistry
A combinatorial approach revealed the highly selective binding of the dipeptides L ‐Phe‐ D ‐Pro and D ‐Phe‐ L ‐Pro to β‐cyclodextrin. NMR spectroscopy and molecular modeling provide a picture of the possible binding mode and an explanation of why those specific dipeptides were selected from the tripeptide library.