An unusual reverse turn structure adopted by a furanoid sugar amino acid incorporated in gramicidin S |
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| Authors: | Grotenbreg Gijsbert M Timmer Mattie S M Llamas-Saiz Antonio L Verdoes Martijn van der Marel Gijsbert A van Raaij Mark J Overkleeft Herman S Overhand Mark |
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| Institution: | Leiden Institute of Chemistry, Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands. |
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| Abstract: | A new reverse turn, replacing one of the native type II' beta-turns in the cyclic peptide antibiotic gramicidin S, induced by a furanoid sugar amino acid is revealed. The C3-hydroxyl function plays a pivotal role by acting as a H-bond acceptor, consequently flipping the amide bond between residues i and i + 1, as was established by NMR and X-ray crystallographic analysis. |
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