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Chuanguang Qin Chunlan Xu Ruijie Zhang Weining Niu Xiaoya Shang 《Tetrahedron letters》2010,51(9):1257-1261
Total synthesis of cyclodecapeptide antibiotics from Bacillus laterosporus, laterocidin and its analogues, was accomplished for the first time by solid-phase peptide synthesis followed by traceless on-resin cyclization of the linear precursors with protection of α-carboxyl group on the Asp residue by Dmab as a temporary blocking group for on-resin head-to-tail cyclization, in which the carboxyl group of side chain of Asp was linked to Rink resin. Single alanine substitution or Asn substitution (Asp10→Asn10) demonstrated improvements in antibacterial activity. Of note, d-Phe2 and Pro4 play an important role in on-resin head-to-tail cyclization and exerting antibacterial activity of Laterocidin. 相似文献
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