G. Osapay, John W. Taylor
Aug 1, 1990
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0
Influential Citations
92
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Journal
Journal of the American Chemical Society
Abstract
An idealized model amphiphilic α-helical peptide, cyclo(3-7,10-14,17-21)H-[LysLeuLysGluLeuLysGlu] 3 -OH (peptide 1-1-1), comprising three repeats of a Lys 3 -Glu 7 side-chain bridged heptapeptide, has been synthesized by a generally applicable segment-condensation approach that involves a novel solid-phase cyclization reaction. The linear heptapeptide, Boc-Lys-(2Cl-Z)LeuLys(Trt)Glu(OBzl)LeuLys(2Cl-Z)Glu(oxime resin)-OPac, was built on a p-nitrobenzophenone oxime derivatized polystyrene solid support by standard methods. Circular dichroism spectra indicated that peptide 1-1-1 adopted mostly disordered conformations in aqueous solution, but a high α-helix content was induced in 50% TFE and upon adsorption of peptide 1-1-1 from aqueous solution onto siliconized quartz slides