N,N'-Dialkyldiamide-Type Phosphate Protecting Groups for Fmoc Synthesis of Phosphotyrosine-Containing Peptides: Optimization of the Alkyl Group

Autor: Ueki, Masaaki, Goto, Mitsutaka, Okumura, Jin, Ishii, Yusuke
Zdroj: Bulletin of the Chemical Society of Japan; August 1998, Vol. 71 Issue: 8 p1887-1898, 12p
Abstrakt: Synthesis and evaluation of three Fmoc–phosphotyrosine derivatives with a phosphate group protected as N,N'-dialkyldiamide (alkyl = Prn, Pri, and Bui) were studied. All the derivatives were obtained as crystals, among which the Buiderivative (4c) was the best in ease of preparation and excellence in cleavage property. Solid phase synthesis of a methionine-containing peptide, H–Tyr(PO3H2)–Val–Pro–Met–Leu–OH, could be done without any problems.
Databáze: Supplemental Index