Norine

• Norine ID: NOR00390
• DOI: 10.26097/nor00390
• Family: kahalalide
• Synonym(s): kahalalide F;
• Activity: antimicrobial, antitumor
• Category: 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:
  • status: curated - change status to non-NRP (Norine validators only)
  • last modification date: 2018-12-01 by Emma Ricart Altimiras [Swiss Institute of Bioinformatics, SIB]
  • view all entry history

• 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:


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• 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:

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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