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Conformational Transitions between Enantiomeric 3 10 ‐Helices
Author(s) -
Hummel RolfPeter,
Toniolo Claudio,
Jung Günther
Publication year - 1987
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.198711501
Subject(s) - helix (gastropod) , enantiomer , chemistry , crystallography , activation energy , stereochemistry , coalescence (physics) , organic chemistry , physics , ecology , astrobiology , snail , biology
The 3 10 ‐helix enantiotopermerization of the decapeptide Z‐(Aib) 10 ‐O t Bu occurs at 1200 interconversions per second at room temperature . This finding, obtained by 13 C‐DNMR measurements, was derived from the coalescence temperature of 265 K for this 3 10 1 −3 10 r ‐helix interconversion, observed here for the first time. The corresponding free energy of activation is only 46 kJ mol −1 . Aib is the achiral α‐aminoisobutyric acid building block, which is important in drug design.