TY - JOUR
T1 - Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein
AU - Le Quement, Sebastian Thordal
AU - Ishøy, Mette
AU - Petersen, Mette Terp
AU - Simonsen, Pernille Mansgaard
AU - Holck, Nanna S.
AU - Nielsen, Thomas Eiland
PY - 2011
Y1 - 2011
N2 - 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.
AB - 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.
KW - Apoptosis
KW - Peptides Smac mimetics
KW - Solid-phase synthesis
KW - Peptidomimetics
U2 - 10.1016/j.tetlet.2011.10.028
DO - 10.1016/j.tetlet.2011.10.028
M3 - Journal article
SN - 0040-4039
VL - 52
SP - 7049
EP - 7053
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 52
ER -