Synthesis of AX7593, a quinazoline-derived photoaffinity probe for EGFR.

Autor: Shreder KR; ActivX Biosciences, Inc., 11025 North Torrey Pines Road, La Jolla, California 92037, USA. kevins@activx.com, Wong MS, Nomanbhoy T, Leventhal PS, Fuller SR
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2004 Oct 14; Vol. 6 (21), pp. 3715-8.
DOI: 10.1021/ol048656a
Abstrakt: [structure: see text] The 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 (K(b) = 280 nM) was shown to have an efficiency of 34% and to be competitive with the EGFR inhibitors PP2 and AG1478.
Databáze: MEDLINE