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Three Methods for Peptide Cyclization Via Lactamization

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Peptide Macrocycles

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2371))

Abstract

Lactamization is the key step in the synthesis of many compounds with macrocyclic structure. As the interest for these types of molecules grows in various fields such as drug discovery and nanomaterials, different methodologies to access them are being developed. Three different strategies to obtain cyclic peptides via lactamization are described in this chapter: solution-phase macrocyclization following solid-phase peptide synthesis (SPPS) of the linear precursor, SPPS and on-resin cyclization on the 2-chlorotrityl chloride (2-CTC) resin, and SPPS and on-resin cyclization by native chemical ligation on the amino-PEGA resin.

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Acknowledgments

The authors acknowledge grants from CSIC Grupos 2006 (Universidad de la República), PEDECIBA (Uruguay), International Collaborative Research Program of Institute for Protein Research, Osaka University (ICR-19-01), and a PhD fellowship (Laura Posada) from CAP (Comisión Académica de Posgrado, Universidad de la República).

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Authors and Affiliations

  1. Laboratorio Química Farmacéutica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República, Montevideo, Uruguay

    Laura Posada & Gloria Serra

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  1. Laura Posada
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  2. Gloria Serra
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Correspondence to Gloria Serra .

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Editors and Affiliations

  1. DEVCOM Army Research Lab, Adelphi, MD, USA

    Matthew B. Coppock

  2. DEVCOM Army Research Lab, Adelphi, MD, USA

    Alexander J. Winton

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Posada, L., Serra, G. (2022). Three Methods for Peptide Cyclization Via Lactamization. In: Coppock, M.B., Winton, A.J. (eds) Peptide Macrocycles. Methods in Molecular Biology, vol 2371. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-1689-5_1

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  • DOI: https://doi.org/10.1007/978-1-0716-1689-5_1

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-1688-8

  • Online ISBN: 978-1-0716-1689-5

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