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Val-gramicidin A


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  • Norine ID: NOR00243
  • Family: gramicidin
  • Synonym(s): gramicidin D;
  • Activity: antibiotic
  • Class: peptide
  • Formula: C99H140N20O17
  • Monoisotopic mass: 1881.070533154 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 Bacillus 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.Gramicidin A is a naturally-occurring ion channel-forming pentadecapeptide. The association of two gramicidin A peptides causes the formation of a monovalent cation-selective ion channel.
  • 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: curated
    • last modification date: 2018-12-01 by Emma Ricart Altimiras [Swiss Institute of Bioinformatics, SIB]
    • view all entry history
  • Type: linear
  • Number of monomers: 16
  • Smiles: CC(C)CC(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=CC=CC=C21)C(=O)NC(CC(C)C)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NC(CC(C)C)C(=O)NC(CC5=CNC6=CC=CC=C65)C(=O)NC(CC(C)C)C(=O)NC(CC7=CNC8=CC=CC=C87)C(=O)NCCO)NC(=O)C(C)NC(=O)CNC(=O)C(C(C)C)NC=O

  • Graph inference:



  • Monomeric composition and PDB SEQRES:
    gra
    1
    NFo-Val
    1 2
    For Val
    2
    Gly
    3
    GLY
    3
    Ala
    4
    ALA
    4 5
    D-Leu Ala
    5
    D-Leu
    6 7
    D-Val Val
    6
    Ala
    8 9
    D-Val Trp
    7
    D-Val
    10 11
    D-Leu Trp
    8
    Val
    12 13
    D-Leu Trp
    9
    D-Val
    14 15
    D-Leu Trp
    10
    Trp
    16
    Eta
    11
    ETA
  • Graph representation: NFo-Val,Gly,Ala,D-Leu,Ala,D-Val,Val,D-Val,Trp,D-Leu,Trp,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
  • Bacillus brevis
  • gram: positive
  • synonyms: Brevibacillus brevis
  • taxid: 1393 (view NCBI taxonomy browser)

  • Links between organisms producing the Val-gramicidin A: Bacillus brevis
  • Structure elucidation of four related substances in gramicidin with liquid chromatography/mass spectrometry
    Govaerts C, Orwa J, Van Schepdael A, Roets E, Hoogmartens J, Rapid communications in mass spectrometry : RCM , 2001, 15(2):128-34.
    pubMed: 11180541
  • 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.
    pubMed: 14670971


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