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kahalalide F


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  • Norine ID: NOR00390
  • DOI: 10.26097/nor00390
  • Family: kahalalide
  • Synonym(s): kahalalide F;
  • Activity: antimicrobial, antitumor
  • Class: peptide
  • Formula: C75H124N14O16
  • Monoisotopic mass: 1476.93197399 g/mol
  • Comment: Kahalalide F alters the function of the lysosomal membrane, a mechanism that distinguishes it from all other known anti-tumour agents.
  • 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: 14
  • Smiles: CCC(C)C(NC(=O)C(CCCN)NC(=O)C1CCCN1(C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CCCC(C)C)C(C)C)C(C)O)C(C)C)C(C)C))C(=O)NC3C(C)OC(=O)C(NC(=O)C(=CC)NC(=O)C(Cc2ccccc2)NC(=O)C(NC(=O)C(NC3(=O))C(C)CC)C(C)C)C(C)C

  • Graph inference:



  • Monomeric composition :
    1
    iC7:0
    2
    D-Val
    3
    Thr
    4
    Val
    5
    D-Val
    6
    D-Pro
    7
    Orn
    8
    D-aIle
    9
    D-aThr
    10
    D-aIle
    11
    D-Val
    12
    Phe
    13
    dhAbu
    14
    Val
  • Graph representation: iC7:0,D-Val,Thr,Val,D-Val,D-Pro,Orn,D-aIle,D-aThr,D-aIle,D-Val,Phe,dhAbu,Val @1 @0,2 @1,3 @2,4 @3,5 @4,6 @5,7 @6,8 @7,9,13 @8,10 @9,11 @10,12 @11,13 @8,12

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Elysia rufescens
  • taxid: 380559 (view NCBI taxonomy browser)

  • Bryopsis pennata
  • taxid: 381411 (view NCBI taxonomy browser)

  • Elysia grandifolia

  • Links between organisms producing the kahalalide F: Elysia rufescens, Bryopsis pennata, Elysia grandifolia
  • Kahalalide F, a new marine-derived compound, induces oncosis in human prostate and breast cancer cells
    Suarez Y, Gonzalez L, Cuadrado A, Berciano M, Lafarga M, Munoz A, Molecular cancer therapeutics , 2003, Sep,2(9):863-72.
    pubMed: 14555705
  • Synthesis and structure determination of kahalalide F (1,2)
    Giralt E, Lopez-Macia A, Jimenez JC, Royo M, Albericio F, Journal of the American Chemical Society , 2001, Nov 21,123(46):11398-401.
    DOI: 10.1021/ja0116728
    pubMed: 11707116


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