Efficient parallel synthesis of macrocyclic peptidomimetics

Eric Marsault; Hamid R. Hoveyda; René Gagnon; Mark L. Peterson; Martin Vézina; Carl Saint-Louis; Annick Landry; Jean François Pinault; Luc Ouellet; Sophie Beauchemin; Sylvie Beaubien; Axel Mathieu; Kamel Benakli; Zhigang Wang; Martin Brassard; David Lonergan; François Bilodeau; Mahesh Ramaseshan; Nadia Fortin; Ruoxi Lan; Shigui Li; Fabrice Galaud; Véronique Plourde; Manon Champagne; Annie Doucet; Patrick Bhérer; Maude Gauthier; Gilles Olsen; Gérald Villeneuve; Shridhar Bhat; Laurence Foucher; Daniel Fortin; Xiaowen Peng; Sylvain Bernard; Alexandre Drouin; Robert Déziel; Gilles Berthiaume; Yves L. Dory; Graeme L. Fraser; Pierre Deslongchamps

doi:10.1016/j.bmcl.2008.06.085

Efficient parallel synthesis of macrocyclic peptidomimetics

Eric Marsault, Hamid R. Hoveyda, René Gagnon, Mark L. Peterson, Martin Vézina, Carl Saint-Louis, Annick Landry, Jean François Pinault, Luc Ouellet, Sophie Beauchemin, Sylvie Beaubien, Axel Mathieu, Kamel Benakli, Zhigang Wang, Martin Brassard, David Lonergan, François Bilodeau, Mahesh Ramaseshan, Nadia Fortin, Ruoxi LanShigui Li, Fabrice Galaud, Véronique Plourde, Manon Champagne, Annie Doucet, Patrick Bhérer, Maude Gauthier, Gilles Olsen, Gérald Villeneuve, Shridhar Bhat, Laurence Foucher, Daniel Fortin, Xiaowen Peng, Sylvain Bernard, Alexandre Drouin, Robert Déziel, Gilles Berthiaume, Yves L. Dory, Graeme L. Fraser, Pierre Deslongchamps

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

Abstract

A new method for solid phase parallel synthesis of chemically and conformationally diverse macrocyclic peptidomimetics is reported. A key feature of the method is access to broad chemical and conformational diversity. Synthesis and mechanistic studies on the macrocyclization step are reported.

Original language	English (US)
Pages (from-to)	4731-4735
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	16
DOIs	https://doi.org/10.1016/j.bmcl.2008.06.085
State	Published - Aug 15 2008
Externally published	Yes

Keywords

Macrocycle
Peptidomimetic
Solid phase synthesis
Tether

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2008.06.085

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Marsault, E., Hoveyda, H. R., Gagnon, R., Peterson, M. L., Vézina, M., Saint-Louis, C., Landry, A., Pinault, J. F., Ouellet, L., Beauchemin, S., Beaubien, S., Mathieu, A., Benakli, K., Wang, Z., Brassard, M., Lonergan, D., Bilodeau, F., Ramaseshan, M., Fortin, N., ... Deslongchamps, P. (2008). Efficient parallel synthesis of macrocyclic peptidomimetics. Bioorganic and Medicinal Chemistry Letters, 18(16), 4731-4735. https://doi.org/10.1016/j.bmcl.2008.06.085

Marsault, E, Hoveyda, HR, Gagnon, R, Peterson, ML, Vézina, M, Saint-Louis, C, Landry, A, Pinault, JF, Ouellet, L, Beauchemin, S, Beaubien, S, Mathieu, A, Benakli, K, Wang, Z, Brassard, M, Lonergan, D, Bilodeau, F, Ramaseshan, M, Fortin, N, Lan, R, Li, S, Galaud, F, Plourde, V, Champagne, M, Doucet, A, Bhérer, P, Gauthier, M, Olsen, G, Villeneuve, G, Bhat, S, Foucher, L, Fortin, D, Peng, X, Bernard, S, Drouin, A, Déziel, R, Berthiaume, G, Dory, YL, Fraser, GL & Deslongchamps, P 2008, 'Efficient parallel synthesis of macrocyclic peptidomimetics', Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 16, pp. 4731-4735. https://doi.org/10.1016/j.bmcl.2008.06.085

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abstract = "A new method for solid phase parallel synthesis of chemically and conformationally diverse macrocyclic peptidomimetics is reported. A key feature of the method is access to broad chemical and conformational diversity. Synthesis and mechanistic studies on the macrocyclization step are reported.",

keywords = "Macrocycle, Peptidomimetic, Solid phase synthesis, Tether",

author = "Eric Marsault and Hoveyda, {Hamid R.} and Ren{\'e} Gagnon and Peterson, {Mark L.} and Martin V{\'e}zina and Carl Saint-Louis and Annick Landry and Pinault, {Jean Fran{\c c}ois} and Luc Ouellet and Sophie Beauchemin and Sylvie Beaubien and Axel Mathieu and Kamel Benakli and Zhigang Wang and Martin Brassard and David Lonergan and Fran{\c c}ois Bilodeau and Mahesh Ramaseshan and Nadia Fortin and Ruoxi Lan and Shigui Li and Fabrice Galaud and V{\'e}ronique Plourde and Manon Champagne and Annie Doucet and Patrick Bh{\'e}rer and Maude Gauthier and Gilles Olsen and G{\'e}rald Villeneuve and Shridhar Bhat and Laurence Foucher and Daniel Fortin and Xiaowen Peng and Sylvain Bernard and Alexandre Drouin and Robert D{\'e}ziel and Gilles Berthiaume and Dory, {Yves L.} and Fraser, {Graeme L.} and Pierre Deslongchamps",

year = "2008",

month = aug,

day = "15",

doi = "10.1016/j.bmcl.2008.06.085",

language = "English (US)",

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T1 - Efficient parallel synthesis of macrocyclic peptidomimetics

AU - Marsault, Eric

AU - Hoveyda, Hamid R.

AU - Gagnon, René

AU - Peterson, Mark L.

AU - Vézina, Martin

AU - Saint-Louis, Carl

AU - Landry, Annick

AU - Pinault, Jean François

AU - Ouellet, Luc

AU - Beauchemin, Sophie

AU - Beaubien, Sylvie

AU - Mathieu, Axel

AU - Benakli, Kamel

AU - Wang, Zhigang

AU - Brassard, Martin

AU - Lonergan, David

AU - Bilodeau, François

AU - Ramaseshan, Mahesh

AU - Fortin, Nadia

AU - Lan, Ruoxi

AU - Li, Shigui

AU - Galaud, Fabrice

AU - Plourde, Véronique

AU - Champagne, Manon

AU - Doucet, Annie

AU - Bhérer, Patrick

AU - Gauthier, Maude

AU - Olsen, Gilles

AU - Villeneuve, Gérald

AU - Bhat, Shridhar

AU - Foucher, Laurence

AU - Fortin, Daniel

AU - Peng, Xiaowen

AU - Bernard, Sylvain

AU - Drouin, Alexandre

AU - Déziel, Robert

AU - Berthiaume, Gilles

AU - Dory, Yves L.

AU - Fraser, Graeme L.

AU - Deslongchamps, Pierre

PY - 2008/8/15

Y1 - 2008/8/15

N2 - A new method for solid phase parallel synthesis of chemically and conformationally diverse macrocyclic peptidomimetics is reported. A key feature of the method is access to broad chemical and conformational diversity. Synthesis and mechanistic studies on the macrocyclization step are reported.

AB - A new method for solid phase parallel synthesis of chemically and conformationally diverse macrocyclic peptidomimetics is reported. A key feature of the method is access to broad chemical and conformational diversity. Synthesis and mechanistic studies on the macrocyclization step are reported.

KW - Macrocycle

KW - Peptidomimetic

KW - Solid phase synthesis

KW - Tether

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AN - SCOPUS:48649104582

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 16

ER -

Efficient parallel synthesis of macrocyclic peptidomimetics

Abstract

Keywords

ASJC Scopus subject areas

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