Fungisporin

Fungisporin

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
CAS Number	24181-12-2  N
3D model (JSmol)	Interactive image
ChemSpider	62972065
PubChem CID	102067229
InChI 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
SMILES 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
Chemical formula	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). Infobox references

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.

References

1. "Fungisporin". Pubchem.ncbi.NLM.nih.gov. Archived from the original on March 12, 2022.
2. Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 342. ISBN   978-0-412-17050-8.

Further reading

• Ali, Hazrat; Ries, Marco I.; Lankhorst, Peter P.; van der Hoeven, Rob A. M.; Schouten, Olaf L.; Noga, Marek; Hankemeier, Thomas; van Peij, Noël N. M. E.; Bovenberg, Roel A. L.; Vreeken, Rob J.; Driessen, Arnold J. M. (2 June 2014). "A Non-Canonical NRPS Is Involved in the Synthesis of Fungisporin and Related Hydrophobic Cyclic Tetrapeptides in Penicillium chrysogenum". PLOS ONE. 9 (6): e98212. Bibcode:2014PLoSO...998212A. doi: 10.1371/journal.pone.0098212 . PMC   4041764 . PMID   24887561.
• Miyao, Kohei (January 1960). "The Structure of Fungisporin: (Studies on Fungisporin III)". Bulletin of the Agricultural Chemical Society of Japan. 24 (1): 23–30. doi:10.1080/03758397.1960.10857626.