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

Kemisk Institut

27 Citationer (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.

Originalsprog	Engelsk
Tidsskrift	Journal of Peptide Science
Vol/bind	19
Udgave nummer	7
Sider (fra-til)	408-414
Antal sider	7
ISSN	1075-2617
DOI	https://doi.org/10.1002/psc.2517
Status	Udgivet - jul. 2013

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10.1002/psc.2517

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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",

note = "Copyright {\textcopyright} 2013 European Peptide Society and John Wiley & Sons, Ltd.",

year = "2013",

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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

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