Basic information Safety Supplier Related

CYCLO(-PRO-VAL)

Basic information Safety Supplier Related

CYCLO(-PRO-VAL) Basic information

Product Name:
CYCLO(-PRO-VAL)
Synonyms:
  • CYCLO(-PRO-VAL)
  • (3S,8aS)-3-Isopropyl-6,7,8,8aα-tetrahydropyrrolo[1,2-a]pyrazine-1,4(2H,3H)-dione
  • (3S,8aS)-3β-Isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazine-1,4(2H,3H)-dione
  • (3S,8aS)-Octahydro-3-(1-methylethyl)pyrrolo[1,2-a]pyrazine-1,4-dione
  • (3S,8aα)-3β-Isopropyloctahydropyrrolo[1,2-a]pyrazine-1,4-dione
  • Cyclo(L-Pro-L-Val-)
  • Cyclo(L-Val-L-Pro-)
  • Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(1-methylethyl)-, (3S,8aS)-
CAS:
2854-40-2
MF:
C10H16N2O2
MW:
196.25
Mol File:
2854-40-2.mol
More
Less

CYCLO(-PRO-VAL) Chemical Properties

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
More
Less

CYCLO(-PRO-VAL) Usage And Synthesis

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.

CYCLO(-PRO-VAL)Supplier

GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Email
ymbetter@glbiochem.com
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Email
cfzhang@aikonchem.com
Avantpbc Chemical Tech(Shanghai) Co,Ltd.
Tel
17802107445
Nanjing Leon Biological Technology Co., Ltd.
Tel
17705183659
Email
sales@njleonbiotech.com