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  • Therapeutic targeting of oncogenic K-Ras by a covalent catalytic site inhibitor.

Therapeutic targeting of oncogenic K-Ras by a covalent catalytic site inhibitor.

Angewandte Chemie (International ed. in English) (2013-11-22)
Sang Min Lim, Kenneth D Westover, Scott B Ficarro, Rane A Harrison, Hwan Geun Choi, Michael E Pacold, Martin Carrasco, John Hunter, Nam Doo Kim, Ting Xie, Taebo Sim, Pasi A Jänne, Matthew Meyerson, Jarrod A Marto, John R Engen, Nathanael S Gray
ABSTRACT

We report the synthesis of a GDP analogue, SML-8-73-1, and a prodrug derivative, SML-10-70-1, which are selective, direct-acting covalent inhibitors of the K-Ras G12C mutant relative to wild-type Ras. Biochemical and biophysical measurements suggest that modification of K-Ras with SML-8-73-1 renders the protein in an inactive state. These first-in-class covalent K-Ras inhibitors demonstrate that irreversible targeting of the K-Ras guanine-nucleotide binding site is potentially a viable therapeutic strategy for inhibition of Ras signaling.

MATERIALS
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Product Description

Sigma-Aldrich
Dibenzyl N,N-diisopropylphosphoramidite, technical grade, 90%