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friulimicin A


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  • Norine ID: NOR00296
  • DOI: 10.26097/nor00296
  • Family: friulimicin
  • Synonym(s): friulimicin A;
  • Activity: antimicrobial
  • Category: lipopeptide
  • Formula: C58H92N14O19
  • Monoisotopic mass: 1288.666316832 g/mol
  • Comment: The acyl residue is essential for antibiotic activity.
  • 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:
  • Type: partial cyclic
  • Number of monomers: 12
  • Smiles: C[C@@H]1[C@@H](C(=O)N2CCCC[C@@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@@H](C(=O)N[C@@H](C(=O)N3CCC[C@H]3C(=O)N1)C(C)C)[C@@H](C)N)CC(=O)O)CC(=O)O)[C@H](C)C(=O)O)NC(=O)[C@H](CC(=O)N)NC(=O)C/C=C\CCCCCCC(C)C

  • Graph inference:



  • Monomeric composition :
    1
    iC13:1(3)
    2
    Asn
    3
    L-Dbu
    4
    Hpr
    5
    bMe-Asp
    6
    Asp
    7
    Gly
    8
    Asp
    9
    Gly
    10
    D-Dbu
    11
    Val
    12
    Pro
  • Graph representation: iC13:1(3),Asn,L-Dbu,Hpr,bMe-Asp,Asp,Gly,Asp,Gly,D-Dbu,Val,Pro @1 @0,2 @1,3,11 @2,4 @3,5 @4,6 @5,7 @6,8 @7,9 @8,10 @9,11 @2,10

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Actinoplanes friuliensis
  • gram: positive
  • taxid: 196914 (view NCBI taxonomy browser)

  • Links between organisms producing the friulimicin A: Actinoplanes friuliensis
  • An acyl-CoA dehydrogenase is involved in the formation of the Delta cis3 double bond in the acyl residue of the lipopeptide antibiotic friulimicin in Actinoplanes friuliensis
    Heinzelmann E, Berger S, Muller C, Hartner T, Poralla K, Wohlleben W, Schwartz D, Microbiology , 2005, Jun,151(Pt 6):1963-74.
    DOI: 10.1099/mic.0.27844-0
    pubMed: 15942003
  • Sequencing and analysis of the biosynthetic gene cluster of the lipopeptide antibiotic Friulimicin in Actinoplanes friuliensis
    Heinzelmann E, Muller C, Wohlleben W, Schwartz D, Puk O, Nolden S, Gebhardt P, Lange C, Welzel K, Antimicrobial agents and chemotherapy , 2007, Mar,51(3):1028-37.
    DOI: 10.1128/AAC.00942-06
    pubMed: 17220414


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