Cyclo(Phe-Val)

CAS# 14474-71-6

Cyclo(Phe-Val)

Catalog No. BCN2419----Order now to get a substantial discount!

Product Name & Size Price Stock
Cyclo(Phe-Val): 5mg $184 In Stock
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Quality Control of Cyclo(Phe-Val)

Number of papers citing our products

Chemical structure

Cyclo(Phe-Val)

3D structure

Chemical Properties of Cyclo(Phe-Val)

Cas No. 14474-71-6 SDF Download SDF
PubChem ID 139766 Appearance Powder
Formula C14H18N2O2 M.Wt 246.31
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-benzyl-6-propan-2-ylpiperazine-2,5-dione
SMILES CC(C)C1C(=O)NC(C(=O)N1)CC2=CC=CC=C2
Standard InChIKey OQQPOHUVAQPSHJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H18N2O2/c1-9(2)12-14(18)15-11(13(17)16-12)8-10-6-4-3-5-7-10/h3-7,9,11-12H,8H2,1-2H3,(H,15,18)(H,16,17)
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.
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.
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.

Source of Cyclo(Phe-Val)

The Penicillium oxalicum

Biological Activity of Cyclo(Phe-Val)

DescriptionCyclo(Phe-Val) is a new cell cycle inhibitor, it shows cyctoxic activity in vitro.
In vitro

Cyclic dipeptide constituents from the mangrove fungus Penicillium oxalicum[Reference: WebLink]

Journal of Shenyang Pharmaceutical University, 2007, 24(8):474-8.

To study the metabolites of mangrove fungus Penicillium oxalicum from the south China sea and search for new anti-tumor compounds.
METHODS AND RESULTS:
Compounds were isolated by silica gel,ODS column chromatography,Sephadex LH-20 column chromatography and reversed-phase HPLC purification.Structural elucidation was achieved by physico-chemical constants and spectroscopic analysis.MTT assay was used to evaluate the bioactivities in vitro.Six cyclic dipeptides were isolated from the acetone extracts of mycelium of fungus and elucidated as cyclo-(Phe-Ile)(1),Cyclo(Phe-Val)(3),cyclo-(Ile-Leu)(3),cyclo-(Val-Val)(4),cyclo-(Pro-Val)(5),cyclo-(Pro-Gly)(6).Coumpouds 2,3 and 5 could evidently inhibit the growth of cancer cell lines HepG Ⅱ and LNCaP at the concentration of 50 μg·mL-1.
CONCLUSIONS:
All of Compounds are obtained from the marine fungus for the fist time.Compounds 2,3 and 5 show cytotoxic activity in vitro.

Cyclic dipeptides as new cell cycle inhibitors produced by Streptomyces flavoretus 18522[Reference: WebLink]

Journal of Shenyang Pharmaceutical University, 2015 (2):107 -10.

To find the cell cycle inhibitors from the metabolites of Streptomyces flavoretus 18522.
METHODS AND RESULTS:
Activity-guided isolation was performed on the chloroform extract of the fermentation broth and mycelia of Streptomyces flavoretus 18522 by using ts FT210 cells.Compounds were isolated through various chromatoghraphic methods and elucidated by spectroscopic means.The flow cytometry was used to evaluate the cell cycle inhibiting activity of the fractions and compounds. Six cyclic dipeptides were obtained and identified as cyclo(Ala-Leu)(1),cyclo(Ala-Ile)(2),cyclo(Ala-Val)(3),cyclo(Phe-Leu)(4),cyclo(Ala-Pro)(5) and Cyclo(Phe-Val)(6).
CONCLUSIONS:
Compounds 1-6 are reported as new cell cycle inhibitors for the first time.

Protocol of Cyclo(Phe-Val)

Structure Identification
Evidence-Based Complementary and Alternative Medicine Volume 2011 (2011), Article ID 393752, 6 pages

Description of a Sulfitobacter Strain and Its Extracellular Cyclodipeptides[Reference: WebLink]

A marine bacterium M44 was separated from 30 m deep seawater in the East China Sea (26° 28.3′ N 122° 29.0′ E) in 2006. 16S rDNA gene sequence comparison showed that the strain M44 was a member of the genus Sulfitobacter and highly similar to KMM 3554T. A series of experiments demonstrated that this strain M44 had many distinctive characteristics: its cells were gram-negative and mesophilic; its colonies were slightly yellowish, round, convex, and smooth; and it could grow at 10–28°C, pH 6.0–10.0, and in the presence of 0–12.5% (w/v) NaCl; the optimum growth conditions were 25°C and pH 7.0, and the optimum Na+ concentration was 2.5%. In addition, strain M44 contained 18 : 1 ω7c, 11 methyl 18 : 1 ω7c and 16 : 0 fatty acids as major fatty acids, and the genomic DNA G+C content was 58.04 mol%.
METHODS AND RESULTS:
According to our results of the secondary metabolites, six cyclodipeptides were isolated from the strain M44, which were Cyclo (Val-Leu), Cyclo(Phe-Val), Cyclo (Phe-Leu), Cyclo (Leu-Ile), Cyclo (Phe-Ile), and Cyclo (Trp-Pro).
CONCLUSIONS:
It is the first study of secondary metabolites isolated from this genus.

Cyclo(Phe-Val) Dilution Calculator

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Cyclo(Phe-Val) Molarity Calculator

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Preparing Stock Solutions of Cyclo(Phe-Val)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0599 mL 20.2996 mL 40.5992 mL 81.1985 mL 101.4981 mL
5 mM 0.812 mL 4.0599 mL 8.1198 mL 16.2397 mL 20.2996 mL
10 mM 0.406 mL 2.03 mL 4.0599 mL 8.1198 mL 10.1498 mL
50 mM 0.0812 mL 0.406 mL 0.812 mL 1.624 mL 2.03 mL
100 mM 0.0406 mL 0.203 mL 0.406 mL 0.812 mL 1.015 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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