The synthesis and reactivity of optically pure amino acids bearingside-chain thioamides

Sanderson, J.M.; Singh, P.; Fishwick, C.W.G.; Findlay, J.B.C.

Abstract

The synthesis and reactivity of fully protected thioamide analogues of asparagine: and glutamine are described. A key feature of the synthetic strategies employed was the ability to perform selective thiations on multiple carbonyl-containing substrates. Also described are the preparations of thioamide derivatives of phenylalanine. The utility of these amino acid derivatives for solid-phase peptide synthesis is discussed.

Citation

Sanderson, J., Singh, P., Fishwick, C., & Findlay, J. (2000). The synthesis and reactivity of optically pure amino acids bearingside-chain thioamides. Perkin 1, 3227-3231. https://doi.org/10.1039/b004688o

• Journal Article Type: Article
• Acceptance Date: Jul 4, 2000
• Online Publication Date: Sep 14, 2000
• Publication Date: 2000
• Journal: Perkin 1 : an international journal of organic and bioorganic chemistry.
• Print ISSN: 1470-4358
• Electronic ISSN: 2050-8263
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Issue: 19
• Pages: 3227-3231
• DOI: https://doi.org/10.1039/b004688o
• Keywords: CELL DEGRANULATING PEPTIDE; PHOTOAFFINITY
• Public URL: https://durham-repository.worktribe.com/output/1577482
• Publisher URL: http://xlink.rsc.org/?DOI=b004688o