Synthetic study of phosphopeptides related to heat shock protein HSP27

• Published in: Bioorganic & medicinal chemistry Vol. 5; no. 1; pp. 135 - 145
• Main Authors: Wakamiya, Tateaki, Togashi, Ryusaku, Nishida, Takatoshi, Saruta, Kunio, Yasuoka, Jun-ichi, Kusumoto, Shoichi, Aimoto, Saburo, Kumagaye, Kumiko Yoshizawa, Nakajima, Kiichiro, Nagata, Kazuhiro
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01-01-1997
• Subjects: Chromatography, High Pressure Liquid; Heat-Shock Proteins - chemistry; Magnetic Resonance Spectroscopy; Phosphopeptides - chemical synthesis; Phosphopeptides - chemistry; Spectrometry, Mass, Fast Atom Bombardment
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/S0968-0896(96)00208-8

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.
Phosphoamino acid derivatives 1 and 2 were utilized for synthesizing phosphopeptides related to HSP27. [Display omitted]