Solid phase synthesis of Vancomycin mimics
Publication date
2003
Authors
Arnusch, Christopher J.
Pieters, Roland J
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Supervisors
Document Type
Article
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Abstract
A solid phase synthesis of a model system of the DE ring system of vancomycin is described. The synthesis involved biocatalytic resolutions of unnatural amino acids, is compatible with conventional solid phase peptide synthesis and contains as the key step: an on-bead SNAr cyclization. Binding of a cyclic peptide to the carboxylate of N-Ac-D-Ala was demonstrated.
Keywords
Antibiotics, Bioorganic chemistry, Cyclization, Peptides, Receptors, Taverne, Physical and Theoretical Chemistry, Organic Chemistry
Citation
Arnusch, C J & Pieters, R J 2003, 'Solid phase synthesis of Vancomycin mimics', European Journal of Organic Chemistry, vol. 2003, no. 16, pp. 3131-3138. https://doi.org/10.1002/ejoc.200300044