New Fmoc-phospho-tyrosine - useful as intermediate in prodn. of phospho-tyrosine-contg. peptide derivs.

摘要

Fmoc-phosphotyrosine Fmoc-Tyr(PO(OH)2)OH (I) is new. USE/ADVANTAGE - (I) is used for the prodn. (claimed) of O-phosphotyrosine-contg. peptides which are model substrates for tyrosine kinase and phosphatase determinations. (I) gives better selectivity, purity and yields of O-phosphotyrosine-contg. peptides by avoiding the introduction of a protected phosphate gp. as required in prior art methods. In an example, a soln. of Fmoc-OSu (II) (0.95 mmol) in acetone (5ml) was added to phosphotyrosine (III) (1 mmol) in 10% Na2CO3 soln. (4-5ml) at room temp. and the mixt. was stirred for 24 hrs., acidified (HCl) to pH 2 and evaporated. The residue in H2O was extracted and gave, after drying, evapn. and recrystallisation (ethyl acetate-hexane), Fmoc-phosphotyrosine (I) (0.55mol; 55% yield).