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Val-gramicidin C


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  • Norine ID: NOR00245
  • DOI: 10.26097/nor00245
  • Family: gramicidin
  • Synonym(s): gramicidin C; gramicidin D;
  • Activity: antimicrobial
  • Category: peptide
  • Formula: C97H139N19O17
  • Monoisotopic mass: 1842.059634117 g/mol
  • Comment: Gramicidin is a heterogeneous mixture of six antibiotic compounds divided into three catagories: Gramicidin A, B and C, all of which are obtained from the soil bacterial species Brevibacillus brevis and called collectively Gramicidin D. Gramicidin is active against Gram-positive organisms,except for the Gram-positive bacilli, and against certain Gram-negative organisms, such as Neisseria. It is useful in combination with tyrocidin in the local treatment of a variety of superficial infections caused by susceptible Gram-positive bacteria.
  • 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: linear
  • Number of monomers: 16
  • Smiles: [H]C(NC(=O)C(NC=O)C(C)C)C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CC1=CNC2=C1C=CC=C2)C(=O)NC(CC(C)C)C(=O)NC(CC1=CC=C(O)C=C1)C(=O)NC(CC(C)C)C(=O)NC(CC1=CNC2=C1C=CC=C2)C(=O)NC(CC(C)C)C(=O)NC(CC1=CNC2=C1C=CC=C2)C(=O)NCCO

  • Graph inference:



  • Monomeric composition :
    1
    NFo-Val
    2
    Gly
    3
    Ala
    4
    D-Leu
    5
    Ala
    6
    D-Val
    7
    Val
    8
    D-Val
    9
    Trp
    10
    D-Leu
    11
    Tyr
    12
    D-Leu
    13
    Trp
    14
    D-Leu
    15
    Trp
    16
    Eta
  • Graph representation: NFo-Val,Gly,Ala,D-Leu,Ala,D-Val,Val,D-Val,Trp,D-Leu,Tyr,D-Leu,Trp,D-Leu,Trp,Eta @1 @0,2 @1,3 @2,4 @3,5 @4,6 @5,7 @6,8 @7,9 @8,10 @9,11 @10,12 @11,13 @12,14 @13,15 @14

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Bacillus brevis
  • gram: positive
  • synonyms: Brevibacillus brevis
  • taxid: 1393 (view NCBI taxonomy browser)

  • Links between organisms producing the Val-gramicidin C: Bacillus brevis
  • The linear pentadecapeptide gramicidin is assembled by four multimodular nonribosomal peptide synthetases that comprise 16 modules with 56 catalytic domains
    Marahiel MA, Kessler N, Schuhmann H, Morneweg S, Linne U, The Journal of biological chemistry , 2004, Feb 27,279(9):7413-9.
    DOI: 10.1074/jbc.M309658200
    pubMed: 14670971


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