4.8 Article

An Ichip-Domesticated Sponge Bacterium Produces an N-Acyltyrosine Bearing an α-Methyl Substituent

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ORGANIC LETTERS
卷 21, 期 19, 页码 7768-7771

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02710

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  1. Natural Sciences and Engineering Research Council of Canada
  2. Canada Foundation for Innovation
  3. Innovation PEI
  4. Nautilus Biosciences Croda
  5. Jeanne and Jean-Louis Levesque Foundation

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The ichip (isolation chip) was employed for the first time in a marine sponge (Xestospongia muta), and a putatively new bacterial species, Alteromonas sp. RKMC-009, was isolated. Strain RKMC-009 produces a novel N-acyltyrosine (1) that is appended with a rare alpha-methyl substituent within the aminoacyl moiety and also exhibits Gram-positive antibacterial activity. We determined through an SAR experiment that the alpha-methyl is necessary for Staphylococcus activity of 1 and that it enhances Enterococcus activity.

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