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kapakahine B


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  • Norine ID: NOR00481
  • DOI: 10.26097/nor00481
  • Family: kapakahine
  • Synonym(s): kapakahine B;
  • Activity: antitumor, toxin
  • Category: peptide
  • Formula: C49H52N8O6
  • Monoisotopic mass: 848.400981436 g/mol
  • Comment: Kapakahines share a unique structural feature: two tryptophan residues (Trp-1 and -2) are not linked by an amide bond but by a N-C bond from the indole nitrogen of Trp-1 to the indole carbon of Trp-2.
  • 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: other
  • Number of monomers: 6
  • Smiles: C[C@H]1C(=O)N[C@H](C(=O)N[C@H]2C[C@@]3([C@@H]4N(C2=O)[C@H](C(=O)N4C5=CC=CC=C53)CC6=CC=CC=C6)N7C=C(C[C@@H](C(=O)N1)NC(=O)[C@H](CC8=CC=CC=C8)N)C9=CC=CC=C97)CC(C)C

  • Graph inference:



  • Monomeric composition :
    1
    Phe
    2
    Trp
    3
    Ala
    4
    Leu
    5
    Trp
    6
    Phe
  • Graph representation: Phe,Trp,Ala,Leu,Trp,Phe @1,1 @0,0,2,4 @1,3 @2,4 @1,3,5 @4

  • Atomic structure:
    • Chemical structure
    rBAN vizualisation:
  • Cribrochalina olemda

  • Links between organisms producing the kapakahine B: Cribrochalina olemda
  • The Kapakahines, Cyclic Peptides from the Marine Sponge Cribrochalina olemda
    Scheuer PJ, Nakao Y, Yoshida WY, Yeung BK, Kinnel RB, Carney JR, Kelly-Borges M, The Journal of organic chemistry , 1996, Oct 4,61(20):7168-7173.
    DOI: 10.1021/jo960725e
    pubMed: 11667621


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