Norine

• Norine ID: NOR00373
• DOI: 10.26097/nor00373
• Family: didemnin
• Synonym(s): dehydrodidemnin B;
• Activity: antimicrobial, antitumor, immunomodulating
• Category: peptide
• Formula: C57H87N7O15
• Monoisotopic mass: 1109.6260151489998 g/mol
• Comment: Aplidine is a compound found in tunicates which shows promise in shrinking tumors in pancreatic, stomach, bladder, and prostate cancers.
• 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: 9
• Smiles: CCC(C)C3NC(=O)C(NC(=O)C(CC(C)C)N(C)C(=O)C1CCCN1(C(=O)C(C)=O))C(C)OC(=O)C(Cc2ccc(cc2)OC)N(C)C(=O)C4CCCN4(C(=O)C(CC(C)C)NC(=O)C(C)C(=O)C(OC(=O)CC3(O))C(C)C)
  
  
• Graph inference:


  Run Smiles2Monomers |   Run rBAN



• Monomeric composition :

  1 Ist

  2 Hip

  3 Leu

  4 Pro

  5 NMe-OMe-Tyr

  6 Thr

  7 D-NMe-Leu

  8 Pro

  9 Pya

• Graph representation: Ist,Hip,Leu,Pro,NMe-OMe-Tyr,Thr,D-NMe-Leu,Pro,Pya @1,5 @0,2 @1,3 @2,4 @3,5 @0,4,6 @5,7 @6,8 @7
  
  
• Atomic structure:

vizualisation:

• Aplidium albicans

• Links between organisms producing the dehydrodidemnin B: Aplidium albicans

• Analysis of conformational equilibria in aplidine using selective excitation 2D NMR spectroscopy and molecular mechanics/dynamics calculations
  Cardenas F, Caba JM, Feliz M, Lloyd-Williams P, Giralt E, The Journal of organic chemistry , 2003, Dec 12,68(25):9554-62.
  DOI: 10.1021/jo034798r
  pubMed: 14656079

• Natural products as probes of cell biology: 20 years of didemnin research
  Vera MD, Joullie MM, Medicinal research reviews , 2002, Mar,22(2):102-45.
  pubMed: 11857636

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