Fungisporin

Last updated
Fungisporin
Fungisporin A.svg
Names
IUPAC name
(3S,6R,9S,12R)-3,6-Dibenzyl-9,12-di(propan-2-yl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=OWKLJRMFTXDULF-NAVOZUGXSA-N
    Key: 1S/C28H36N4O4/c1-17(2)23-27(35)30-21(15-19-11-7-5-8-12-19)25(33)29-22(16-20-13-9-6-10-14-20)26(34)31-24(18(3)4)28(36)32-23/h5-14,17-18,21-24H,15-16H2,1-4H3,(H,29,33)(H,30,35)(H,31,34)(H,32,36)/t21-,22+,23+,24-/m1/s1
  • CC(C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CC2=CC=CC=C2)CC3=CC=CC=C3)C(C)C
Properties
C28H36N4O4
Molar mass 492.620 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fungisporin is an antibiotic with the molecular formula C28H36N4O4 which is produced by Aspergillus and Penicillium species. [1] [2] The cyclic peptide is a tetramer, consisting of one each of the two enantiomeric forms of phenylalanine and of valine.

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Penicillium paxilli is an anamorph, saprophytic species of the genus Penicillium which produces paxilline, paxisterol, penicillone, pyrenocine A, paspaline B and verruculogene. Penicillium paxilli is used as a model to study the biochemistry of the indole-diterepene biosynthesis

References

  1. "Fungisporin". Pubchem.ncbi.NLM.nih.gov.
  2. Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 342. ISBN   978-0-412-17050-8.

Further reading