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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Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein. / Le Quement, Sebastian Thordal ; Ishøy, Mette; Petersen, Mette Terp; Simonsen, Pernille Mansgaard; Holck, Nanna S.; Nielsen, Thomas Eiland.

In: Tetrahedron Letters, Vol. 52, No. 52, 2011, p. 7049-7053.

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

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Le Quement, Sebastian Thordal ; Ishøy, Mette; Petersen, Mette Terp; Simonsen, Pernille Mansgaard; Holck, Nanna S.; Nielsen, Thomas Eiland / Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein.

In: Tetrahedron Letters, Vol. 52, No. 52, 2011, p. 7049-7053.

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

Bibtex

@article{2fa0a384ffba41b4a7b8d093ecf3a122,
title = "Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein",
keywords = "Apoptosis, Peptides Smac mimetics, Solid-phase synthesis, Peptidomimetics",
publisher = "Pergamon",
author = "{Le Quement}, {Sebastian Thordal} and Mette Ishøy and Petersen, {Mette Terp} and Simonsen, {Pernille Mansgaard} and Holck, {Nanna S.} and Nielsen, {Thomas Eiland}",
year = "2011",
doi = "10.1016/j.tetlet.2011.10.028",
volume = "52",
number = "52",
pages = "7049--7053",
journal = "Tetrahedron Letters",
issn = "0040-4039",

}

RIS

TY - JOUR

T1 - Solid-phase synthesis of an apoptosis-inducing tetrapeptide mimicking the Smac protein

A1 - Le Quement,Sebastian Thordal

A1 - Ishøy,Mette

A1 - Petersen,Mette Terp

A1 - Simonsen,Pernille Mansgaard

A1 - Holck,Nanna S.

A1 - Nielsen,Thomas Eiland

AU - Le Quement,Sebastian Thordal

AU - Ishøy,Mette

AU - Petersen,Mette Terp

AU - Simonsen,Pernille Mansgaard

AU - Holck,Nanna S.

AU - Nielsen,Thomas Eiland

PB - Pergamon

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

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 52

VL - 52

SP - 7049

EP - 7053

ER -