Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein

Publication: Research - peer-reviewJournal article – Annual report year: 2012

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An approach for the solid-phase synthesis of apoptosis-inducing Smac peptidomimetics is presented. Using a Rink linker strategy, tetrapeptides mimicking the N-4-terminal residue of the Smac protein [(N-Me)AVPF sequence] were synthesized on PEGA resin in excellent purities and yields. Following two synthetic routes, a known tetrapeptide, incorporating a substituted proline, previously shown to exhibit excellent biological activity in vitro as well as low toxicity, was synthesized effectively on a solid support.
Original languageEnglish
JournalTetrahedron Letters
Publication date2011
Volume52
Issue52
Pages7049-7053
ISSN0040-4039
DOIs
StatePublished
CitationsWeb of Science® Times Cited: 0

Keywords

  • Apoptosis, Peptides Smac mimetics, Solid-phase synthesis, Peptidomimetics
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