Design and synthesis of a pyridone-based phosphotyrosine mimetic.
A novel pyridone-based tyrosine analog, 6, has been designed to mimic the binding interaction of SH2 domains with phosphotyrosine (pTyr) containing peptides. Synthesis of 6 features a key Pd catalyzed coupling of beta-iodoalanine with phosphonomethyl 4-pyridone triflate.
Fu
J M
JM
Cadus Pharmaceutical Corporation, Tarrytown, NY 10591, USA.
Castelhano
A L
AL
D015195:Drug Design; D019000:Phosphotyrosine / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism*; D011728:Pyridones / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D018909:src Homology Domains / Q000187:drug effects
D011728:Pyridones; D019000:Phosphotyrosine