Cyclo(-Pro-Val)
- CAS No.
- 2854-40-2
- Chemical Name:
- Cyclo(-Pro-Val)
- Synonyms
- CYCLO(L-PROLYL-L-VALINE);Cyclo(L-prolyl-L-valyl);c(Pro-Val);Cyclo(Val-Pro);Cyclo(-Pro-Val);Cyclo(L-Val-L-Pro-);Cyclo(L-Pro-L-Val-);2854-40-2/5654-87-5;Vildagliptin Impurity 114;Cyclo(L-Pro-L-Val),CYCLO(-PRO-VAL)
- CBNumber:
- CB0132749
- Molecular Formula:
- C10H16N2O2
- Molecular Weight:
- 196.25
- MDL Number:
- MFCD03093469
- MOL File:
- 2854-40-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| Sequence | Cyclo(Pro-Val) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
Cyclo(-Pro-Val) price More Price(41)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | C3893 | Cyclo(L-Pro-L-Val) min. 95.0 % | 2854-40-2 | 25MG | $66 | 2026-04-30 | Buy |
| Cayman Chemical | 27961 | Cyclo(L-Pro-L-Val) ≥95% | 2854-40-2 | 25mg | $41 | 2026-04-30 | Buy |
| Cayman Chemical | 27961 | Cyclo(L-Pro-L-Val) ≥95% | 2854-40-2 | 50mg | $75 | 2026-04-30 | Buy |
| Cayman Chemical | 27961 | Cyclo(L-Pro-L-Val) ≥95% | 2854-40-2 | 100mg | $142 | 2026-04-30 | Buy |
| Cayman Chemical | 27961 | Cyclo(L-Pro-L-Val) ≥95% | 2854-40-2 | 250mg | $312 | 2026-04-30 | Buy |
Cyclo(-Pro-Val) Chemical Properties, Uses, Production
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.
Uses
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.
Uses
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.
Definition
ChEBI: Cyclo(L-Pro-L-Val) is a piperazinone. It has a role as a metabolite.
References
[1] FRANCIS J. SCHMIDTZ. Metabolites from the marine sponge Tedania ignis. A new atisanediol and several known diketopiperazines[J]. The Journal of Organic Chemistry, 1983, 48 22: 3941-3945. DOI: 10.1021/jo00170a011
[2] CHRISTIANE BRACK Frieder S Annett Mikolasch. 2,5-Diketopiperazines Produced by Bacillus pumilus During Bacteriolysis of Arthrobacter citreus[J]. Marine Biotechnology, 2014, 16 4: 385-395. DOI: 10.1007/s10126-014-9559-y
[3] BAHAA EL-DIEN M. EL-GENDY Mostafa E R. Antibacterial activity of diketopiperazines isolated from a marine fungus using t-butoxycarbonyl group as a simple tool for purification[J]. Bioorganic & Medicinal Chemistry Letters, 2015, 25 16: Pages 3125-3128. DOI: 10.1016/j.bmcl.2015.06.010
[4] M T HOLDEN. Quorum-sensing cross talk: isolation and chemical characterization of cyclic dipeptides from Pseudomonas aeruginosa and other gram-negative bacteria.[J]. Molecular Microbiology, 1999, 33 6: 1254-1266. DOI: 10.1046/j.1365-2958.1999.01577.x
Cyclo(-Pro-Val) Preparation Products And Raw materials
Cyclo(-Pro-Val) Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ForeChem (Nantong) Technology Co.,Ltd. | 513-85982855 18921614129 | sales@xianxingpharm.com | China | 2712 | 61 |
| GL Biochem (Shanghai) Ltd | 21-61263452 13641803416 | ymbetter@glbiochem.com | China | 9981 | 64 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 13913916777 | cfzhang@aikonchem.com | China | 19902 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Wuhan ChemFaces Biochemical Co., Ltd. | 18607101326 15172504745 | aileen@chemfaces.com | China | 6904 | 55 |
| Avantpbc Chemical Tech(Shanghai) Co,Ltd. | 17802107445 | China | 185 | 55 | |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Nanjing Leon Biological Technology Co., Ltd. | 025-84523390 -127; 17705183659 | sales@njleonbiotech.com | China | 5501 | 55 |
| Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4578 | 58 |
View Latest Price from Cyclo(-Pro-Val) manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-27 | Cyclo(L-Pro-L-Val)
2854-40-2
|
$39.00-93.00 | 99.99% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-07-27 | Cyclo(L-Pro-L-Val)
2854-40-2
|
$39.00-93.00 | 99.99% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-07-08 | CYCLO(-PRO-VAL)
2854-40-2
|
1KG | 98% | 1000kg | Shaanxi Dideu New Materials Co. Ltd |
-
- Cyclo(L-Pro-L-Val)
2854-40-2
- $39.00-93.00
- 99.99%
- TargetMol Chemicals Inc.
-
- Cyclo(L-Pro-L-Val)
2854-40-2
- $39.00-93.00
- 99.99%
- TargetMol Chemicals Inc.
-
- CYCLO(-PRO-VAL)
2854-40-2
- $0.00
- 98%
- Shaanxi Dideu New Materials Co. Ltd
