TY - JOUR
T1 - Controlling the sign and magnitude of screw-sense preference from the C-terminus of an achiral helical foldamer
AU - Le Bailly, Bryden A F
AU - Clayden, Jonathan
PY - 2014/7/28
Y1 - 2014/7/28
N2 - The global screw-sense preference of an achiral helical oligomer may be controlled by a single chiral monomer located at one terminus. Remarkably, maximal control is induced in oligomers of the achiral quaternary amino acid Aib by a single C-terminal alaninamide residue, probably because the Ala side chain, though small, is compatible with a 310 helical conformation. The presence or absence of a C-terminal hydrogen bond donor determines the screw sense of the entire oligomer.
AB - The global screw-sense preference of an achiral helical oligomer may be controlled by a single chiral monomer located at one terminus. Remarkably, maximal control is induced in oligomers of the achiral quaternary amino acid Aib by a single C-terminal alaninamide residue, probably because the Ala side chain, though small, is compatible with a 310 helical conformation. The presence or absence of a C-terminal hydrogen bond donor determines the screw sense of the entire oligomer.
UR - http://www.scopus.com/inward/record.url?scp=84903525194&partnerID=8YFLogxK
U2 - 10.1039/c4cc03261f
DO - 10.1039/c4cc03261f
M3 - Article (Academic Journal)
C2 - 24918692
AN - SCOPUS:84903525194
SN - 1359-7345
VL - 50
SP - 7949
EP - 7952
JO - Chemical Communications
JF - Chemical Communications
IS - 59
ER -