Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein
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 s...
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| Veröffentlicht in: | Tetrahedron letters 2011-12, Vol.52 (52), p.7049-7053 |
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| container_issue | 52 |
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| container_title | Tetrahedron letters |
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| creator | Le Quement, Sebastian T. Ishoey, Mette Petersen, Mette T. Simonsen, Pernille M. Holck, Nanna S. Nielsen, Thomas E. |
| description | 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. |
| doi_str_mv | 10.1016/j.tetlet.2011.10.028 |
| format | Article |
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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.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Apoptosis</subject><subject>Biological and medical sciences</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Fundamental and applied biological sciences. 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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Analytical, structural and metabolic biochemistry Apoptosis Biological and medical sciences Chemistry Exact sciences and technology Fundamental and applied biological sciences. Psychology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Organic chemistry Peptides Peptides Smac mimetics Peptidomimetics Polymers Preparations and properties Proline Proteins Residues Solid-phase synthesis Strategy Synthesis (chemistry) Tetrahedrons Toxicity |
| title | Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein |
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