Journal article

SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF AN O-PHOSPHOTYROSINE-CONTAINING ALPHA-HELICAL PEPTIDE

JD WADE, JW PERICH, MJ MCLEISH, L OTVOS, GW TREGEAR

LETTERS IN PEPTIDE SCIENCE | ESCOM SCI PUBL BV | Published : 1995

Abstract

The continuous-flow Fmoc solid-phase synthesis methodology was used together with the derivative Fmoc-Tyr(PO3Bzl2)-OH to successfully prepare an O-phosphorylated tyrosine analogue of a heptadecapeptide which was designed to adopt an α-helical conformation in solution. Comprehensive chemical characterization, including ion-spray mass spectrometry, confirmed the high purity of the synthetic peptide and the presence of the tyrosine O-phosphate moiety. Circular dichroism spectroscopic analysis showed that, in water and at low concentration, the peptide has a greater degree of helicity or possibly a longer helix chain length than the non-O-phosphorylated form. A similar phenomenon was observed in..

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