CYCLO(-PRO-VAL)
- CAS NO.:2854-40-2
- Empirical Formula: C10H16N2O2
- Molecular Weight: 196.25
- MDL number: MFCD03093469
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-04 14:24:59
What is CYCLO(-PRO-VAL)?
Description
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. 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). 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. However, it does not activate or inhibit lacZ-based reporter fusions in S. liquefaciens or A. tumefaciens.
The Uses of CYCLO(-PRO-VAL)
Cyclo(L-Pro-L-Val) is a diketopiperazine formed by the fusion of valine and proline, reported as a secondary metabolite of fungi and bacteria. In Pseudomonas aeruginosa, cyclo(L-Pro-L-Val) is capable of activating N-acylhomoserine lactones (AHLs). Cyclo(L-Pro-L-Val) is also capable of activating or antagonizing other LuxR-based quorum-sensing systems. While the mode of action of the cyclo(L-Pro-L-Val) is not known, its activity suggests the existence of cross talk among bacterial signalling systems.
The Uses of CYCLO(-PRO-VAL)
Cyclo(L-prolyl-L-valyl) is a metabolite found in various marine fungi and bacteria. It is a diketopiperazine derivative isolated from Bacillus thuringiensis and Bacillus endophyticus.
What are the applications of Application
Cyclo(-Pro-Val) is a diketopiperazine which shows antifungal activity and has been isolated from natural sources
Definition
ChEBI: Cyclo(L-Pro-L-Val) is a piperazinone. It has a role as a metabolite.
Properties of CYCLO(-PRO-VAL)
| Melting point: | 190-192 °C |
| Boiling point: | 420.7±34.0 °C(Predicted) |
| Density | 1.17±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly, Sonicated), Methanol (Slightly) |
| form | Solid |
| pka | 13.15±0.40(Predicted) |
| color | White to Off-White |
Safety information for CYCLO(-PRO-VAL)
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for CYCLO(-PRO-VAL)
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