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arylomycin A4


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  • Norine ID: NOR01117
  • DOI: 10.26097/nor01117
  • Family: arylomycin
  • Synonym(s): arylomycin A4;
  • Activity: antimicrobial
  • Class: lipopeptide
  • Formula: C43H62N6O11
  • Monoisotopic mass: 838.447656856 g/mol
  • Comment: Arylomycins represent the first examples of biaryl-bridged lipopeptides.
  • Source: norine
  • Contributor (creation): Norine Team [CRIStAL (UMR CNRS 9189), ex-LIFL, France, Charles Viollette Institute, ProBioGEM team, Lille, France, University of Lille, France]
  • Entry information:
    • status: putative - change status to non-NRP (Norine validators only)
    • last modification date: 2018-09-12 by Mickael Chevalier [Charles Viollette Institute, ProBioGEM team, Lille, France, University of Lille, France]
    • view all entry history
  • Type: partial cyclic
  • Number of monomers: 7
  • Smiles: OCC(N(C(=O)CCCCCCCCCC(CC)C)C)C(=O)NC(C(=O)NCC(=O)N(C1C(=O)NC(C)C(=O)NC(Cc2cc(c3cc1ccc3O)c(O)cc2)C(=O)O)C)C

  • Graph inference:



  • Monomeric composition :
    1
    aC13:0
    2
    D-NMe-Ser
    3
    D-Ala
    4
    Gly
    5
    NMe-Hpg
    6
    Ala
    7
    Tyr
  • Graph representation: aC13:0,D-NMe-Ser,D-Ala,Gly,NMe-Hpg,Ala,Tyr @1 @0,2 @1,3 @2,4 @3,5,6 @4,6 @4,5

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Streptomyces roseosporus
  • gram: positive
  • synonyms: Streptomyces filamentosus,Streptomyces venezuelae subsp. roseospori,Streptomyces roseisporus
  • taxid: 67294 (view NCBI taxonomy browser)

  • Streptomyces sp. Tu 6075
  • gram: positive

  • Links between organisms producing the arylomycin A4: Streptomyces roseosporus, Streptomyces sp. Tu 6075
  • Arylomycins A and B, new biaryl-bridged lipopeptide antibiotics produced by Streptomyces sp. Tu 6075. II. Structure elucidation
    Jung G, Holtzel A, Schmid DG, Nicholson GJ, Stevanovic S, Schimana J, Gebhardt K, Fiedler HP, The Journal of antibiotics , 2002, Jun,55(6):571-7.
    DOI: 10.7164/antibiotics.55.571
    pubMed: 12195963
  • Imaging mass spectrometry and genome mining via short sequence tagging identified the anti-infective agent arylomycin in Streptomyces roseosporus.
    Journal of the American Chemical Society , 2011, 133(45):18010-3
    DOI: 10.1021/ja2040877
    pubMed: 21999343


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