Artigo Revisado por pares

Solid phase peptide synthesis of selectively phosphorylated peptides.

1991; Elsevier BV; Volume: 32; Issue: 39 Linguagem: Inglês

10.1016/s0040-4039(00)92394-3

ISSN

1873-3581

Autores

Gunnar Stærkær, Mogens Jakobsen, Carl Erik Olsen, Arne Holmb,

Tópico(s)

Monoclonal and Polyclonal Antibodies Research

Resumo

An efficient, selective, solid phase synthesis of phosphopeptides containing a multiplicity of hydroxy-containing amino acids is described. The peptide was assembled on the solid support using Fmoc-amino-acid-ODhbt activated esters without side-chain protection on Ser and Tyr, and with Boc-protection of the N-terminal amino acid. Phosphorylation was carried out with di-tert.butyl-N,N-diethylphosphoramidite and 1H-tetrazole, followed by oxidation with tert.butyl hydroperoxide. After simultaneous deprotection and cleavage the phosphopeptide H-Ala-Tyr(P)-Ala-Ser(P)-Ala-OH was obtained in high yield and purity with > 90% phosphorylation on both residues, as estimated by NMR and HPLC.

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