Synthetic study of phosphopeptides related to heat shock protein HSP27.

Abstract Two kinds of phosphoserine-containing peptides related to HSP27 were synthesized by the Boc- or Fmoc-mode solid-phase method based on prephosphorylation strategy. In the case of the Boc strategy, the O -phosphono group of the phosphoserine residue was protected with the cyclopentyl or cyclohexyl group. On the other hand, N ′-Fmoc- O -[(benzyloxy)hydroxyphosphinyl]serine was employed in case of the Fmoc strategy. Consequently, it has become feasible to utilize conventional solid-phase methods for synthesizing any phosphopeptides which are required to elucidate biochemical significance of protein phosphorylation.