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The Uronium/Guanidinium Peptide Coupling Reagents: Finally the True Uronium Salts
Journal article   Peer reviewed

The Uronium/Guanidinium Peptide Coupling Reagents: Finally the True Uronium Salts

Louis A Carpino, Hideko Imazumi, Ayman El-Faham, Fernando J Ferrer, Chongwu Zhang, Yunsub Lee, Bruce M Foxman, Peter Henklein, Christiane Hanay, Clemens Mügge, …
Angewandte Chemie (International ed.), Vol.41(3), pp.441-445
02/01/2002
PMID: 12491372

Abstract

amides structure elucidation acylation Peptides Amino Acids
The strict exclusion of tertiary amines during the otherwise standard synthetic approach to the synthesis of the guanidinium-type peptide coupling reagents HBTU (X = CH, see scheme) and HATU (X = N) allows the synthesis of the uronium-type isomers of these guanidinium compounds, whose existence was until now pure speculation. These O isomers (O-HBTU and O-HATU) are more efficient coupling reagents than the N isomers.

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