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Solid-phase synthesis of a range of O-phosphorylated peptides by post-assembly phosphitylation and oxidation.

作者信息

Andrews D M, Kitchin J, Seale P W

机构信息

Medicinal Chemistry I, Glaxo Group Research, Greenford, Middlesex, UK.

出版信息

Int J Pept Protein Res. 1991 Nov;38(5):469-75. doi: 10.1111/j.1399-3011.1991.tb01528.x.

DOI:10.1111/j.1399-3011.1991.tb01528.x
PMID:1802864
Abstract

A completely general method for the O-phosphorylation of peptides of any given composition using solid-phase methodology is described. Peptides were assembled using Fmoc amino acid active esters, with base used for Fmoc deprotection. Unprotected amino acid side chain hydroxyl groups were phosphitylated and oxidised at the end of the assembly using bis(benzyloxy)(diisopropylamino)phosphine and tert.-butylhydroperoxide respectively. TFA was used for final deprotection of the amino acid side chains and for simultaneous cleavage from the resin. The synthesis of O-phosphopeptides of up to 15 residues in length is described.

摘要

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