TY - JOUR
T1 - Amide-to-ester substitution allows fine-tuning of the cyclopeptide conformational ensemble
AU - Cupido, Tommaso
AU - Spengler, Jan
AU - Ruiz-Rodriguez, Javier
AU - Adan, Jaume
AU - Mitjans, Francesc
AU - Piulats, Jaume
AU - Albericio, Fernando
PY - 2010/4/1
Y1 - 2010/4/1
N2 - (Figure Presented) Without affecting the overall 3D structure, amide-to-ester backbone substitution (or ester scan) exerts a pronounced influence on the conformational equilibrium of the RCD cyclopeptide cilengitide and its derivatives (see figure; RGD = Arg-GlyAsp). The appropriate substitution, which stabilized the receptor-complementary conformations, improved the biological activity of this integrin antagonist.
AB - (Figure Presented) Without affecting the overall 3D structure, amide-to-ester backbone substitution (or ester scan) exerts a pronounced influence on the conformational equilibrium of the RCD cyclopeptide cilengitide and its derivatives (see figure; RGD = Arg-GlyAsp). The appropriate substitution, which stabilized the receptor-complementary conformations, improved the biological activity of this integrin antagonist.
KW - Bioorganic chemistry
KW - Conformation analysis
KW - Depsipeptides
KW - Molecular dynamicsNMR spectroscopy
UR - https://www.scopus.com/pages/publications/77950473237
U2 - 10.1002/anie.200907274
DO - 10.1002/anie.200907274
M3 - Artículo
C2 - 20213784
AN - SCOPUS:77950473237
SN - 1433-7851
VL - 49
SP - 2732
EP - 2737
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 15
ER -