1228383-75-2Relevant academic research and scientific papers
ALPHA-HELIX MIMETIC USING A 2,5-OLIGOPYRIMIDINE SCAFFOLD
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Page/Page column 57, (2010/08/08)
Alpha-helix mimetics and associated methods of making are provided. These compounds are constructed using a 2,5-oligopyrimidine scaffold. The semi-rigid scaffold holds individual side chain-like residues in orientations that mimic the orientations of side chain residues of an ?-helical protein domain. The new scaffold is easier to make than previous scaffolds and has much more favorable physical properties than previous alpha-helix mimics. The amphiphilic alpha-helix mimetics have application for making libraries and for treating diseases or conditions effected by the inhibition or disruption of interactions with the alpha helix of a protein.
Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic α-helical mimics
Anderson, Laura,Zhou, Mingzhou,Sharma, Vasudha,McLaughlin, Jillian M.,Santiago, Daniel N.,Fronczek, Frank R.,Guida, Wayne C.,McLaughlin, Mark L.
supporting information; experimental part, p. 4288 - 4291 (2010/08/06)
A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to α-helix mimics is presented. Condensation of amidines with readily prepared α,β-unsaturated α-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4′-, and 4′′-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an α-helix.
