与热休克蛋白HSP27相关的磷酸肽的合成研究

Synthetic study of phosphopeptides related to heat shock protein HSP27.

作者信息

Wakamiya T, Togashi R, Nishida T, Saruta K, Yasuoka J, Kusumoto S, Aimoto S, Kumagaye K Y, Nakajima K, Nagata K

机构信息

Department of Chemistry, Faculty of Science and Technology, Kinki University, Osaka, Japan.

出版信息

Bioorg Med Chem. 1997 Jan;5(1):135-45. doi: 10.1016/s0968-0896(96)00208-8.

DOI:10.1016/s0968-0896(96)00208-8

PMID:9043665

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.

摘要

基于预磷酸化策略，通过Boc法或Fmoc法固相合成了两种与热休克蛋白27（HSP27）相关的含磷酸丝氨酸的肽。在Boc策略中，磷酸丝氨酸残基的O-膦酰基用环戊基或环己基保护。另一方面，在Fmoc策略中使用N'-Fmoc-O-[(苄氧基)-羟基膦酰基]丝氨酸。因此，利用传统固相方法合成任何用于阐明蛋白质磷酸化生化意义所需的磷酸肽已成为可能。