Shelf life (days): 1460.0
Formulation: A crystalline solid
Formal Name: (3S,8aS)-hexahydro-3-(1-methylethyl)-pyrrolo[1,2-a]pyrazine-1,4-dione
Purity: ≥95%
Formula Markup: C10H16N2O2
Formula Weight: 196.24632
CAS Number: 2854-40-2
Notes: Cyclo(L-Pro-L-Val) is a diketopiperazine that has been found in the marine sponge T. ignis, the bacterium B. pumilus, and the fungus A. fumigatus, among others.{47605,47606,47607} It is active against the bacteria S. aureus and B. subtilis (MICs = 16.3 and 18.2 µg/ml, respectively) but not E. coli (MIC = >20 µg/ml).{47607} Cyclo(L-Pro-L-Val) inhibits activation of a LuxR-dependent E. coli biosensor by the quorum-sensing molecule 3-oxo-hexanoyl-homoserine lactone (IC50 = 0.4 mM) and activates violacein pigment production in the LuxR-dependent C. violaceum acyl homoserine lactone reporter strain CV026.{45034} However, it does not activate or inhibit lacZ-based reporter fusions in S. liquefaciens or A. tumefaciens.