Design and synthesis of phosphonodifluoromethyl phenylalanine (F2Pmp): a useful phosphotyrosyl mimetic.
Hydrolytically-stable phosphotyrosyl (pTyr) mimetics can be useful tools for the study of cellular signal transduction processes. Among pTyr mimetics reported to date, phosphono(diflouromethyl)phenylalanine (F(2)Pmp) has shown particular utility when dealing with protein-tyrosine phosphatases (PTPs). The current overview presents the development of F(2)Pmp and a summary of approaches toward its synthesis and use.
Burke
Terrence R
TR
Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute, National Institutes of Health, NCI-Frederick, Frederick, MD21702-1201, USA. tburke@helix.nih.gov
D000818:Animals; D001665:Binding Sites; D015195:Drug Design; D006801:Humans; D008956:Models, Chemical; D018716:Molecular Mimicry; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D019000:Phosphotyrosine / Q000737:chemistry / Q000494:pharmacology*; D017027:Protein Tyrosine Phosphatases / Q000378:metabolism*; D015398:Signal Transduction; D018909:src Homology Domains
C089985:phosphonodifluoromethylphenylalanine; D019000:Phosphotyrosine; D010649:Phenylalanine; D017027:Protein Tyrosine Phosphatases