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CYCLO(-PRO-VAL)

CAS No.
2854-40-2
Chemical Name:
CYCLO(-PRO-VAL)
Synonyms
Cyclo(Val-Pro);CYCLO(-PRO-VAL);Cyclo(L-Val-L-Pro-);Cyclo(L-Pro-L-Val-);2854-40-2/5654-87-5;Cyclo(L-prolyl-L-valyl);CYCLO(L-PROLYL-L-VALINE);Cyclo(L-Pro-L-Val),CYCLO(-PRO-VAL);(3S,8aS)-3-Isopropylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione;(3S,8aα)-3β-Isopropyloctahydropyrrolo[1,2-a]pyrazine-1,4-dione
CBNumber:
CB0132749
Molecular Formula:
C10H16N2O2
Molecular Weight:
196.25
MDL Number:
MFCD03093469
MOL File:
2854-40-2.mol
Last updated:2023-05-04 17:34:37

CYCLO(-PRO-VAL) 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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

CYCLO(-PRO-VAL) price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 27961 Cyclo(L-Pro-L-Val) 2854-40-2 25mg $37 2024-03-01 Buy
Cayman Chemical 27961 Cyclo(L-Pro-L-Val) 2854-40-2 50mg $68 2024-03-01 Buy
Cayman Chemical 27961 Cyclo(L-Pro-L-Val) 2854-40-2 100mg $129 2024-03-01 Buy
Cayman Chemical 27961 Cyclo(L-Pro-L-Val) 2854-40-2 250mg $283 2024-03-01 Buy
TRC C989825 Cyclo(L-prolyl-L-valyl) 2854-40-2 25mg $335 2021-12-16 Buy
Product number Packaging Price Buy
27961 25mg $37 Buy
27961 50mg $68 Buy
27961 100mg $129 Buy
27961 250mg $283 Buy
C989825 25mg $335 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-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.

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.

Definition

ChEBI: Cyclo(L-Pro-L-Val) is a piperazinone. It has a role as a metabolite.

CYCLO(-PRO-VAL) Preparation Products And Raw materials

Raw materials

Preparation Products

CYCLO(-PRO-VAL) Suppliers

Global( 65)Suppliers
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BOC Sciences
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Zhejiang J&C Biological Technology Co.,Limited
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Nextpeptide Inc
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Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15421 60
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66099280 17798518460 cfzhang@aikonchem.com China 19918 55
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)- (3S,8aS)-3-propan-2-yl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione Cyclo(L-prolyl-L-valyl) CYCLO(L-PROLYL-L-VALINE) (3S,8aS)-3-(propan-2-yl)-octahydropyrrolo[1,2-a]p yrazine-1,4-dione (3S,8aS)-3-Isopropylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione Cyclo(L-Pro-L-Val),CYCLO(-PRO-VAL) 2854-40-2/5654-87-5 Cyclo(Val-Pro) 2854-40-2