Structure-based design and synthesis of phosphinate isosteres of phosphotyrosine for incorporation in Grb2-SH2 domain inhibitors. Part 1

Authors
Furet, P Caravatti, G Denholm, AA Faessler, A Fretz, H Garcia-Echeverria, C Gay, B Irving, E Press, NJ Rahuel, J Schoepfer, J Walker, CV
Citation
P. Furet et al., Structure-based design and synthesis of phosphinate isosteres of phosphotyrosine for incorporation in Grb2-SH2 domain inhibitors. Part 1, BIOORG MED, 10(20), 2000, pp. 2337-2341
Citations number
20
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
20
Year of publication
2000
Pages
2337 - 2341
Database
ISI
SICI code
0960-894X(20001016)10:20<2337:SDASOP>2.0.ZU;2-A
Abstract
Based on X-ray crystal structure information, mono charged phosphinate isos teres of phosphotyrosine have been designed and incorporated in a short inh ibitory peptide sequence of the Grb2-SH2 domain. The resulting compounds, b y exploiting additional interactions, inhibit binding to the Grb2-SH2 domai n as potently as the corresponding doubly charged (phosphonomethyl)phenylal anine analogue. (C) 2000 Elsevier Science Ltd. All rights reserved.