Solid-phase synthesis of an A-B loop mimetic of the C epsilon 3 domain of human IgE: macrocyclization by Sonogashira couplingTools Spivey, A.C., McKendrick, J.E., Srikaran, R. and Helm, B.A. (2003) Solid-phase synthesis of an A-B loop mimetic of the C epsilon 3 domain of human IgE: macrocyclization by Sonogashira coupling. Journal of Organic Chemistry, 68 (5). pp. 1843-1851. ISSN 0022-3263 Full text not archived in this repository. To link to this article DOI: 10.1021/jo026693e Abstract/SummaryThe solid-phase synthesis of a cyclic peptide containing the 21-residue epitope found in the A-B loop of the Cepsilon3 domain of human immunoglobulin E has been carried out. The key macrocyclization step to form the 65-membered ring is achieved in similar to15% yield via an "on-resin" Sonogashira coupling reaction which concomitantly installs a diphenylacetylene amino acid conformational constraint within the loop.
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