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The Chemistry of Polypeptides pp 87–123Cite as

The Tosyl and Related Protecting Groups in Amino Acid and Peptide Chemistry

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Abstract

The revolution wrought in peptide chemistry in 1932, when Bergmann and Zervas (1932) introduced their benzyloxycarbonyl protecting group, was so profound that all the earlier procedures for amino-group protection were effectively consigned to the peptide chemist’s museum, labeled “of historical interest only.” The development of further protecting groups, in particular the range of “urethan” protecting groups descended in direct lineage from benzyloxycarbonyl, or of the sulfenyl protecting groups introduced into peptide chemistry once again by Zervas and his coworkers (Gazis et al., 1963; Zervas et al., 1963; Zervas and Hamalidis, 1965), would seem to have reduced still further our need to use techniques predating the contribution of Bergmann and Zervas (1932).

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  1. Institut für Molekularbiologie und Biophysik, Eidgenössische Technische Hochschule, Zürich, Switzerland

    Josef Rudinger

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  1. Department of Biochemistry, Mount Sinai School of Medicine, City University of New York, New York, New York, USA

    P. G. Katsoyannis (Chairman) (Chairman)

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Rudinger, J. (1973). The Tosyl and Related Protecting Groups in Amino Acid and Peptide Chemistry. In: Katsoyannis, P.G. (eds) The Chemistry of Polypeptides. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-4571-8_5

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