Brevianamide F

For research use only. Not for therapeutic Use.

  • CAT Number: I003401
  • CAS Number: 38136-70-8
  • Molecular Formula: C16H17N3O2
  • Molecular Weight: 283.33
  • Purity: 95%
Inquiry Now

Brevianamide F(Cat No.:I003401)is an indole alkaloid produced by various fungal species, including Penicillium and Aspergillus. It belongs to the diketopiperazine class of compounds and has drawn significant interest for its unique chemical structure and potential biological activities. Brevianamide F has demonstrated antimicrobial, antifungal, and cytotoxic properties, making it a valuable target for drug discovery research. Its biosynthetic pathway is also of interest, as it provides insights into fungal secondary metabolite production. Studies continue to explore its potential therapeutic applications, particularly in cancer and infectious disease research.


Catalog Number I003401
CAS Number 38136-70-8
Molecular Formula C16H17N3O2
Purity 95%
Target Anti-infection
Solubility 10 mM in DMSO
Appearance White solid
Storage Store at +4C
Analysis method HPLC
IUPAC Name (3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
InChI InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChIKey RYFZBPVMVYTEKZ-KBPBESRZSA-N
SMILES C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CNC4=CC=CC=C43
Reference

<br />
1:Beyond the Diketopiperazine Family with Alternatively Bridged Brevianamide F Analogues. Wauters I, Goossens H, Delbeke E, Muylaert K, Roman BI, Van Hecke K, Van Speybroeck V, Stevens CV.J Org Chem. 2015 Aug 21;80(16):8046-54. doi: 10.1021/acs.joc.5b01161. Epub 2015 Aug 3. PMID: 26193166<br />
2:Identification of a brevianamide F reverse prenyltransferase BrePT from Aspergillus versicolor with a broad substrate specificity towards tryptophan-containing cyclic dipeptides. Yin S, Yu X, Wang Q, Liu XQ, Li SM.Appl Microbiol Biotechnol. 2013 Feb;97(4):1649-60. doi: 10.1007/s00253-012-4130-0. Epub 2012 Jun 3. PMID: 22660767<br />
3:The fumitremorgin gene cluster of Aspergillus fumigatus: identification of a gene encoding brevianamide F synthetase. Maiya S, Grundmann A, Li SM, Turner G.Chembiochem. 2006 Jul;7(7):1062-9. PMID: 16755625<br />
4:Overproduction, purification and characterization of FtmPT1, a brevianamide F prenyltransferase from Aspergillus fumigatus. Grundmann A, Li SM.Microbiology. 2005 Jul;151(Pt 7):2199-207. PMID: 16000710

Request a Quote