For conjugates Ac-Hel
1-Ala
n-OH,
n = 1-6, o
f the previously characterized reporting,con
formationaltemplate Ac-Hel
1, increases in helicity induced bytri
fluoroethanol (TFE) in water have been related to asimple
function o
f the peptide length
n, yielding the helixpropagation constant
sAla, which increases
from1.0 to 1.5
for
fchars/chi.gi
f" BORDER=0 >
TFE = 0-20 mol %. The per-residue helicityincrease is similar to the increase in te state stability induced byTFEin monoamide conjugates Ac-Hel
1-NHR. Addition o
f TFEto water signi
ficantly increases the rate o
finterconversiono
f s-cis/s-trans amide con
formers
for Ac-Pro-NHMe, consistent with asigni
ficant and selective destabilization o
fthe planar resonance-stabilized amide. In dilute aqueous solutionTFE increases helicity by selectively destabilizingamide
functions that are solvent exposed, with the consequence thatcompact con
formations such as helices thatmaximize intramolecular amide-amide hydrogen bonding and minimizeamide solvent exposure are selectively
favored.