COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents

Ramon Subirós-Funosas; Lidia Nieto-Rodriguez; Knud Jørgen Jensen; Fernando Albericio

doi:10.1002/psc.2517

COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents

Ramon Subirós-Funosas, Lidia Nieto-Rodriguez, Knud Jørgen Jensen, Fernando Albericio

Department of Chemistry

27 Citations (Scopus)

Abstract

The methodology for peptide bond formation is undergoing a continuous evolution where the main actors are being renewed. In recent years, coupling reagents based on the Oxyma scaffold, such as the uronium salt COMU, has been a groundbreaking contribution to the field. The advantages of COMU over classic benzotriazole-based reagents (HATU, HBTU, HCTU, TBTU) were proven in terms of solubility and coupling efficiency in bulky junctions in our groups and others. However, some aspects of the use of COMU need to be revised and improved, such as the stability of commercial samples in organic solvents, which hampers the compatibility with long synthesis in automated synthesizers. In this review, an overview of the main features and suggestions to improve the use of COMU are presented, along with a discussion on the best conditions for its use in microwave-assisted peptide robots.

Original language	English
Journal	Journal of Peptide Science
Volume	19
Issue number	7
Pages (from-to)	408-414
Number of pages	7
ISSN	1075-2617
DOIs	https://doi.org/10.1002/psc.2517
Publication status	Published - Jul 2013

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title = "COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents",

abstract = "The methodology for peptide bond formation is undergoing a continuous evolution where the main actors are being renewed. In recent years, coupling reagents based on the Oxyma scaffold, such as the uronium salt COMU, has been a groundbreaking contribution to the field. The advantages of COMU over classic benzotriazole-based reagents (HATU, HBTU, HCTU, TBTU) were proven in terms of solubility and coupling efficiency in bulky junctions in our groups and others. However, some aspects of the use of COMU need to be revised and improved, such as the stability of commercial samples in organic solvents, which hampers the compatibility with long synthesis in automated synthesizers. In this review, an overview of the main features and suggestions to improve the use of COMU are presented, along with a discussion on the best conditions for its use in microwave-assisted peptide robots.",

author = "Ramon Subir{\'o}s-Funosas and Lidia Nieto-Rodriguez and Jensen, {Knud J{\o}rgen} and Fernando Albericio",

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T2 - scope and limitations of the latest innovation in peptide acyl transfer reagents

AU - Subirós-Funosas, Ramon

AU - Nieto-Rodriguez, Lidia

AU - Jensen, Knud Jørgen

AU - Albericio, Fernando

PY - 2013/7

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AB - The methodology for peptide bond formation is undergoing a continuous evolution where the main actors are being renewed. In recent years, coupling reagents based on the Oxyma scaffold, such as the uronium salt COMU, has been a groundbreaking contribution to the field. The advantages of COMU over classic benzotriazole-based reagents (HATU, HBTU, HCTU, TBTU) were proven in terms of solubility and coupling efficiency in bulky junctions in our groups and others. However, some aspects of the use of COMU need to be revised and improved, such as the stability of commercial samples in organic solvents, which hampers the compatibility with long synthesis in automated synthesizers. In this review, an overview of the main features and suggestions to improve the use of COMU are presented, along with a discussion on the best conditions for its use in microwave-assisted peptide robots.

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COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents

Abstract

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