Cyclo(L-Ala-L-Pro)CAS# 36357-32-1 |
- Cyclo(Pro-Ala)
Catalog No.:BCN2427
CAS No.:65556-33-4
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 36357-32-1 | SDF | Download SDF |
| PubChem ID | 13879951 | Appearance | Powder |
| Formula | C8H12N2O2 | M.Wt | 168.2 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3S,8aS)-3-methyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione | ||
| SMILES | CC1C(=O)N2CCCC2C(=O)N1 | ||
| Standard InChIKey | WSLYCILIEOFQPK-WDSKDSINSA-N | ||
| Standard InChI | InChI=1S/C8H12N2O2/c1-5-8(12)10-4-2-3-6(10)7(11)9-5/h5-6H,2-4H2,1H3,(H,9,11)/t5-,6-/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Cyclo(L-Ala-L-Pro) and cyclo(L-Val-L-Pro) inhibit aflatoxin production of Aspergillus parasiticus and Aspergillus flavus in liquid medium at concentrations of several hundred uM without affecting fungal growth. |
| Targets | Antifection |
| In vitro | Prevention of aflatoxin contamination by a soil bacterium of Stenotrophomonas sp. that produces aflatoxin production inhibitors.[Pubmed: 23449921]Microbiology. 2013 May;159(Pt 5):902-12.A soil bacterium, designated strain no. 27, was found to produce aflatoxin-production inhibitors. The strain was identified as a species of the genus Stenotrophomonas, and was found to be closely related to Stenotrophomonas rhizophila. |
| Kinase Assay | The Mode of Action of Cyclo(l-Ala-l-Pro) in Inhibiting Aflatoxin Production of Aspergillus flavus.[Pubmed: 28704973 ]Toxins (Basel). 2017 Jul 12;9(7).Cyclo(L-Ala-L-Pro) inhibits aflatoxin production in aflatoxigenic fungi without affecting fungal growth. The mode of action of Cyclo(L-Ala-L-Pro) in inhibiting aflatoxin production of Aspergillus flavus was investigated. |
Cyclo(L-Ala-L-Pro) Dilution Calculator
Cyclo(L-Ala-L-Pro) Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.9453 mL | 29.7265 mL | 59.453 mL | 118.9061 mL | 148.6326 mL |
| 5 mM | 1.1891 mL | 5.9453 mL | 11.8906 mL | 23.7812 mL | 29.7265 mL |
| 10 mM | 0.5945 mL | 2.9727 mL | 5.9453 mL | 11.8906 mL | 14.8633 mL |
| 50 mM | 0.1189 mL | 0.5945 mL | 1.1891 mL | 2.3781 mL | 2.9727 mL |
| 100 mM | 0.0595 mL | 0.2973 mL | 0.5945 mL | 1.1891 mL | 1.4863 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Prevention of aflatoxin contamination by a soil bacterium of Stenotrophomonas sp. that produces aflatoxin production inhibitors.[Pubmed:23449921]
Microbiology. 2013 May;159(Pt 5):902-12.
A soil bacterium, designated strain no. 27, was found to produce aflatoxin-production inhibitors. The strain was identified as a species of the genus Stenotrophomonas, and was found to be closely related to Stenotrophomonas rhizophila. Two diketopiperazines, Cyclo(L-Ala-L-Pro) and cyclo(L-Val-L-Pro), were isolated from the bacterial culture filtrate as main active components. These compounds inhibited aflatoxin production of Aspergillus parasiticus and Aspergillus flavus in liquid medium at concentrations of several hundred microM without affecting fungal growth. Both inhibitors inhibited production of norsorolinic acid, a biosynthetic intermediate involved in an early step of the aflatoxin biosynthetic pathway, and reduced the mRNA level of aflR, which is a gene encoding a key regulatory protein necessary for the expression of aflatoxin-biosynthetic enzymes. These results indicated that the inhibitors targets are present in early regulatory steps leading to AflR expression. Co-culture of strain no. 27 with aflatoxigenic fungi in liquid medium effectively suppressed aflatoxin production of the fungus without affecting fungal growth. Furthermore, application of the bacterial cells to peanuts in laboratory experiments and at a farmer's warehouse in Thailand by dipping peanuts in the bacterial cell suspension strongly inhibited aflatoxin accumulation. The inhibitory effect was dependent on bacterial cell numbers. These results indicated that strain no. 27 may be a practically effective biocontrol agent for aflatoxin control.
The Mode of Action of Cyclo(l-Ala-l-Pro) in Inhibiting Aflatoxin Production of Aspergillus flavus.[Pubmed:28704973]
Toxins (Basel). 2017 Jul 12;9(7). pii: toxins9070219.
Cyclo(L-Ala-L-Pro) inhibits aflatoxin production in aflatoxigenic fungi without affecting fungal growth. The mode of action of Cyclo(L-Ala-L-Pro) in inhibiting aflatoxin production of Aspergillus flavus was investigated. A glutathione S-transferase (GST) of the fungus, designated AfGST, was identified as a binding protein of Cyclo(L-Ala-L-Pro) in an experiment performed using Cyclo(L-Ala-L-Pro)-immobilized Sepharose beads. Cyclo(L-Ala-L-Pro) specifically bound to recombinant AfGST and inhibited its GST activity. Ethacrynic acid, a known GST inhibitor, inhibited the GST activity of recombinant AfGST and aflatoxin production of the fungus. Ethacrynic acid reduced the expression level of AflR, a key regulatory protein for aflatoxin production, similar to Cyclo(L-Ala-L-Pro). These results suggest that Cyclo(L-Ala-L-Pro) inhibits aflatoxin production by affecting GST function in A. flavus, and that AfGST inhibitors are possible candidates as selective aflatoxin production inhibitors.
