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cyclo(L-Pro-L-Val)

Base Information Edit
  • Chemical Name:cyclo(L-Pro-L-Val)
  • CAS No.:2854-40-2
  • Molecular Formula:C10H16 N2 O2
  • Molecular Weight:196.249
  • Hs Code.:2933990090
  • DSSTox Substance ID:DTXSID40426301
  • Nikkaji Number:J86.566D
  • Wikidata:Q27137780
  • Metabolomics Workbench ID:139427
  • ChEMBL ID:CHEMBL499570
  • Mol file:2854-40-2.mol
cyclo(L-Pro-L-Val)

Synonyms:cyclo(L-Pro-L-Val);cyclo(Pro-Val);cyclo(prolyl-valyl)

Suppliers and Price of cyclo(L-Pro-L-Val)
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Cyclo(L-prolyl-L-valyl)
  • 25mg
  • $ 335.00
  • DC Chemicals
  • Cyclo(L-Pro-L-Val) >98%
  • 1 g
  • $ 800.00
  • DC Chemicals
  • Cyclo(L-Pro-L-Val) >98%
  • 250 mg
  • $ 400.00
  • Crysdot
  • (3S,8AS)-3-isopropylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione 97%
  • 1g
  • $ 470.00
  • Cayman Chemical
  • Cyclo(L-Pro-L-Val)
  • 50mg
  • $ 55.00
  • Cayman Chemical
  • Cyclo(L-Pro-L-Val)
  • 25mg
  • $ 29.00
  • Cayman Chemical
  • Cyclo(L-Pro-L-Val)
  • 100mg
  • $ 104.00
  • Cayman Chemical
  • Cyclo(L-Pro-L-Val)
  • 250mg
  • $ 232.00
  • Biosynth Carbosynth
  • Cyclo(-Pro-Val)
  • 100 mg
  • $ 300.00
  • Biosynth Carbosynth
  • Cyclo(-Pro-Val)
  • 50 mg
  • $ 200.00
Total 18 raw suppliers
Chemical Property of cyclo(L-Pro-L-Val) Edit
Chemical Property:
  • Melting Point:190-192 °C 
  • Boiling Point:420.7±34.0 °C(Predicted) 
  • PKA:13.15±0.40(Predicted) 
  • PSA:49.41000 
  • Density:1.17±0.1 g/cm3(Predicted) 
  • LogP:0.39850 
  • Storage Temp.:-15°C 
  • Solubility.:Chloroform (Slightly, Sonicated), Methanol (Slightly) 
  • XLogP3:0.8
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:1
  • Exact Mass:196.121177757
  • Heavy Atom Count:14
  • Complexity:275
Purity/Quality:

98.5% *data from raw suppliers

Cyclo(L-prolyl-L-valyl) *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC(C)C1C(=O)N2CCCC2C(=O)N1
  • Isomeric SMILES:CC(C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N1
  • 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. 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.
Technology Process of cyclo(L-Pro-L-Val)

There total 29 articles about cyclo(L-Pro-L-Val) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1002/hlca.200690181
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