ol048656a_si_001.pdf (127.3 kB)
Synthesis of AX7593, a Quinazoline-Derived Photoaffinity Probe for EGFR
journal contribution
posted on 2004-10-14, 00:00 authored by Kevin R. Shreder, Melissa S. Wong, Tyzoon Nomanbhoy, Phillip S. Leventhal, Stacy R. FullerThe synthesis of a photoaffinity probe for EGFR is described. O-Alkylation of 4-(meta-azidoanilino)-6-methoxy-7-hydroxy-quinazoline with a
protected tetraethyleneglycol linker followed by the attachment of tetramethylrhodamine yielded the fluorescent probe AX7593. Photoaffinity
labeling of EGFR by AX7593 (Kb = 280 nM) was shown to have an efficiency of 34% and to be competitive with the EGFR inhibitors PP2 and
AG1478.