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Cyclic decapeptide [d-pyrenylalanine4,4′]gramicidin S has been efficiently synthesized via stepwise solid-phase-synthesis and cyclization-cleavage with the Kaiser’s oxime resin in 45% total yield. This analog showed the similar conformation to the natural gramicidin S in MeOH. The pyrene ring introduced into the peptide is a useful fluorescent probe for the study of the mechanism of the antimicrobial activity.
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Ming et al. (1992) studied this question.
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