期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 19, 期 7, 页码 2442-2449出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201203005
关键词
inhibitors; peptide mimetics; proteinprotein interactions; Suzuki coupling; teraryl
资金
- Volkswagenstiftung, Hannover
- PLACEBO (Platform for Chemical Biology) project, Austrian Genome Project GEN-AU
- Forschungsforderungsgesellschaft (FFG)
- Bundesministerium fur Wissenschaft und Forschung (BMWF)
Teraryl-based -helix mimetics have proven to be useful compounds for the inhibition of proteinprotein interactions (PPI). We have developed a modular and flexible approach for the synthesis of teraryl-based -helix mimetics. Central to our strategy is the use of a benzene core unit featuring two leaving groups of differentiated reactivity in the Pd-catalyzed cross-coupling used for terphenyl assembly. With the halogen/diazonium route and the halogen/triflate route, two strategies have successfully been established. The synthesis of core building blocks with aliphatic (Ala, Val, Leu, Ile), aromatic (Phe), polar (Cys, Lys), hydrophilic (Ser, Gln), and acidic (Glu) amino acid side chains are reported.
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