Premium
Glycylglycine Rotaxanes—The Hydrogen Bond Directed Assembly of Synthetic Peptide Rotaxanes
Author(s) -
Leigh David A.,
Murphy Aden,
Smart John P.,
Slawin Alexandra M. Z.
Publication year - 1997
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.199707281
Subject(s) - glycylglycine , rotaxane , hydrogen bond , chemistry , amide , peptide bond , derivative (finance) , peptide , catenane , stereochemistry , supramolecular chemistry , crystallography , polymer chemistry , photochemistry , organic chemistry , molecule , amino acid , crystal structure , glycine , biochemistry , financial economics , economics
Ringing a peptide (not‐so‐dumb)bell: the amide groups in the glycylglycine derivative shown below provide the information required to template the formation of benzylic amide macrocycles to yield peptide [2]rotaxanes. The four key hydrogen bonds responsible for cyclization remain intact in the rotaxane in nonpolar solvents, in the solid state, and (when X = N) even in polar solvents such as [D 6 ]DMSO and [D 6 ]DMSO/D 2 O mixtures. X = CH, N; shaded sphere = Ph 2 CH, black sphere = Ph 2 CHCH 2 .
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom