THE ROLE OF 4-PHOSPHONODIFLUOROMETHYL-PHENYLALANINE AND 4-PHOSPHONO-PHENYLALANINE IN THE SELECTIVITY AND CELLULAR UPTAKE OF SH2 DOMAIN LIGANDS

Authors
STANKOVIC CJ SURENDRAN N LUNNEY EA PLUMMER MS PARA KS SHAHRIPOUR A FERGUS JH MARKS JS HERRERA R HUBBELL SE HUMBLET C SALTIEL AR STEWART BH SAWYER TK
Citation
Cj. Stankovic et al., THE ROLE OF 4-PHOSPHONODIFLUOROMETHYL-PHENYLALANINE AND 4-PHOSPHONO-PHENYLALANINE IN THE SELECTIVITY AND CELLULAR UPTAKE OF SH2 DOMAIN LIGANDS, Bioorganic & medicinal chemistry letters, 7(14), 1997, pp. 1909-1914
Citations number
39
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
7
Issue
14
Year of publication
1997
Pages
1909 - 1914
Database
ISI
SICI code
0960-894X(1997)7:14<1909:TRO4A4>2.0.ZU;2-F
Abstract
Incorporation of 4-phosphonodifluoromethyl-phenylalanine (F(2)Pmp) and 4-phosphono-phenylalanine into SH2 targeted peptides and peptidomimet ic ligands was found to effect binding affinity and selectivity of the se ligands toward the Src and Abl SH2 domains. Furthermore, dipeptide analogs containing these phosphonate amino acids were used to produce prodrugs with excellent cellular delivery and reconversion rates. (C) 1997 Elsevier Science Ltd.