Mustapa, MFM and Harris, R and Mould, J and Chubb, NAL and Schultz, D and Driscoll, PC and Tabor, AB (2002) Synthesis of cyclic peptides containing nor-lanthionine bridges via a triply-orthogonal protecting group strategy. TETRAHEDRON LETT , 43 (46) 8363 - 8366.
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We report a new approach to the on-resin synthesis of cyclic peptides containing unnatural thioether side-chain bridges. An orthogonally protected nor-lanthionine was incorporated in a linear precursor peptide via stepwise solid-phase synthesis. This was followed by double allyl deprotection, cyclisation using PyAOP and subsequent chain-cxtension to give an analogue of ring C of nisin. (C) 2002 Elsevier Science Ltd. All rights reserved.
|Title:||Synthesis of cyclic peptides containing nor-lanthionine bridges via a triply-orthogonal protecting group strategy|
|Keywords:||CONFORMATIONAL PROPERTIES, LANTIBIOTICS, ANALOGS|
|UCL classification:||UCL > School of Life and Medical Sciences > Faculty of Life Sciences > Biosciences (Division of)|
UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry
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