Abstract
The synthesis and thermocyclization of linear Gramicidin S precursor analogues (LGSA) were presented. CD spectra suggested that synthesized LGSA adopt a pleated β-sheet structure that is stabilized by intramolecular hydrogen bonds. Both Dphe6 and Pro7 residues were found to play an important role in maintaining the β-sheet conformation of LGSA. Our results indicate that unactivited LGSA, with the preorganized β-sheet structure, can be efficiently cyclized into the corresponding head-to-tail cyclic products in high yield after being heated under solvent-free conditions.
Keywords: Gramicidin S, linear Gramicidin S precursor analogues, β-sheet conformation, thermocyclization, solvent-free condition.
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