cyclo(L-Phe-L-Val)
cyclo(L-Phe-L-Val)
$200.00 - 5 mg
$700.00 - 25 mg
All prices in Australian dollars
- Code
- BIA-C1709
- Synonyms
- (3S,6S)-3-(1-Methylethyl)-6-(phenylmethyl)-2,5-piperazinedione; Cyclo(Phe-Val); DKP 101516
- CAS #
- 35590-86-4
- Molecular Formula
- C14H18N2O2
- Molecular Weight
- 246.3
- Purity
- >95% by HPLC
- Long Term Storage
- -20°C
- Solubility
- Soluble in ethanol, methanol, DMF or DMSO.
Download Data Sheets
Application Notes
Cyclo(L-Phe-L-Val) is a diketopiperazine metabolite first isolated from a marine bacteria, Pseudoalteromonas sp. in 2011. Cyclo(L-Phe-L-Val) is also produced as a secondary metabolite of Streptomyces rutgerensis and Bacillus subtilis. Limited bioassay data suggests cyclo(L-Phe-L-Val) acts as a quorum sensing regulator but does not itself exhibit antimicrobial activity. Exogenously added cyclo(L-Phe-L-Val) may induce Pseudoalteromonas sp. to produce antibacterial products under low cell density conditions. It appears to act by stimulating the bacteria to induce metabolite production.
References
- A case study on chemical defense based on quorum sensing: antibacterial activity of sponge-associated bacterium Pseudoalteromonas sp. NJ6-3-1 induced by quorum sensing mechanisms. Guo X. et al., Ann. Microbiol. 2011, 61, 247.
- Two new cyclic tetrapeptides of Streptomyces rutgersensis T009 isolated from Elaphodus davidianus excrement. Li S-Q et al., Helv. Chim. Acta 2016, 99, 210.