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Biopolymers. 2016 Nov;106(6):917-924. doi: 10.1002/bip.22939.

Nomenclature of homodetic cyclic peptides produced from ribosomal precursors: An IUPAC task group interim report.

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Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, Brisbane, OLD, 4072, Australia.
Department of Plant Sciences College of Agriculture and Bioresources, University of Saskatchewan, 51 Campus Dr, Saskatoon, SK, S7N 5A8, Canada.
Prairie Tide Chemicals Inc, 102 Melville St, Saskatoon, SK, S7J 0R1 5A8, Canada.
Guangdong Saskatchewan Oilseed Joint Laboratory, Department of Food Science and Engineering, Jinan University, 601 Huangpu Avenue West, Guangzhou, Guangdong, 510632, China.
Department of Medicinal Chemistry, Uppsala University, Uppsala Biomedicinska Centrum, Husarg. 3 Box 574, Uppsala, SE, 75123, Sweden.
School of Biological and Chemical Sciences, Queen Mary University of London, Mile End Road, London, E1 4NS, United Kingdom.
School of Traditional Chinese Medicines, China Pharmaceutical University, 639 Longmian Avenue, Jiangning District, Nanjing, Jiangsu, 211198, China.


In 2015, an International Union of Pure and Applied Chemistry (IUPAC) Task Group was formed to develop nomenclature recommendations for homodetic cyclic peptides produced from ribosomal precursors. Delegates of the 2015 International Conference on Circular Proteins (ICCP) were presented with the strengths and weaknesses of four published approaches to homodetic cyclic peptide nomenclature, and a summary of the ensuing discussion is presented here. This interim report presents a potentially novel suggestion-the use of Cahn-Ingold-Prelog rules to specify amino acid priority in homodetic peptides for consistent numbering. Indeed, this might be the first extension of the Cahn-Ingold-Prelog rules in five decades. The authors invite interested parties to contact the corresponding author with suggestions for the improvement of the proposed nomenclature; these ideas will be discussed and considered for inclusion in the final report.


CIP rules; IUPAC; RiPP; cyclic peptides; nomenclature

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