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callipeltin A


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  • Norine ID: NOR00417
  • DOI: 10.26097/nor00417
  • Family: callipeltin
  • Synonym(s): callipeltin A;
  • Activity: antimicrobial, toxin
  • Category: lipopeptide
  • Formula: C68H116N18O20
  • Monoisotopic mass: 1504.8613282420001 g/mol
  • Comment: Callipeltin is a putative NRPS product (no synthetase genes identified).
  • 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: 11
  • Smiles: COC(c1ccc(O)cc1)C2NC(=O)C(CCC(N)=O)N(C)C(=O)C(CC(C)C)NC(=O)C(CCCN=C(N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(O)C(O)C(CCCN=C(N)N)NC(=O)C(C)NC(=O)C(C)C(O)C(C)CC(C)C)C(C)C(C)C(N)=O)C(C)OC(=O)C(C)N(C)C2(=O))C(C)O

  • Graph inference:



  • Monomeric composition :
    1
    iC8:0-Me(2.4)-OH(3)
    2
    D-Ala
    3
    Agdha
    4
    3Me-4Me-Gln
    5
    D-aThr
    6
    D-aThr
    7
    D-Arg
    8
    Leu
    9
    NMe-Gln
    10
    bOMe-Tyr
    11
    NMe-Ala
  • Graph representation: iC8:0-Me(2.4)-OH(3),D-Ala,Agdha,3Me-4Me-Gln,D-aThr,D-aThr,D-Arg,Leu,NMe-Gln,bOMe-Tyr,NMe-Ala @1 @0,2 @1,3 @2,4 @3,5,10 @4,6 @5,7 @6,8 @7,9 @8,10 @4,9

  • Atomic structure:
  • Chemical structure
    rBAN vizualisation:
  • Callipelta sp.

  • Latrunculia sp.

  • Links between organisms producing the callipeltin A: Callipelta sp., Latrunculia sp.
  • Callipeltin A, a cyclic depsipeptide inhibitor of the cardiac sodium-calcium exchanger and positive inotropic agent
    Trevisi L, Bova S, Cargnelli G, Danieli-Betto D, Floreani M, Germinario E, D Auria MV, Luciani S, Biochemical and biophysical research communications , 2000, Dec 9,279(1):219-22.
    DOI: 10.1006/bbrc.2000.3906
    pubMed: 11112442
  • Isolation of callipeltins A-C and of two new open-chain derivatives of callipeltin A from the marine sponge Latrunculia sp. A revision of the stereostructure of callipeltins
    Trevisi L, D Auria MV, Luciani S, Zampella A, Debitus C, Randazzo A, Borbone N, Tetrahedron letters , 2002, 43 (35), pp. 6163-6166
  • Solid-phase synthesis and configurational reassigment of callipeltin E. Implications for the structures of callipeltins A and B
    Calimsiz S, Morales Ramos AI, Lipton MA, The Journal of organic chemistry , 2006, 18,71(17):6351-6.
    DOI: 10.1021/jo060351h
    pubMed: 16901115


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