Cyclo(Phe-Leu)

CAS# 3354-31-2

Cyclo(Phe-Leu)

Catalog No. BCN2418----Order now to get a substantial discount!

Product Name & Size Price Stock
Cyclo(Phe-Leu): 5mg $196 In Stock
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Quality Control of Cyclo(Phe-Leu)

Number of papers citing our products

Chemical structure

Cyclo(Phe-Leu)

3D structure

Chemical Properties of Cyclo(Phe-Leu)

Cas No. 3354-31-2 SDF Download SDF
PubChem ID 562691 Appearance Powder
Formula C15H20N2O2 M.Wt 260.34
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-benzyl-6-(2-methylpropyl)piperazine-2,5-dione
SMILES CC(C)CC1C(=O)NC(C(=O)N1)CC2=CC=CC=C2
Standard InChIKey QPDMOMIYLJMOQJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H20N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,16,19)(H,17,18)
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-Leu)

The roots of Rubia schumanniana Pritzel

Biological Activity of Cyclo(Phe-Leu)

DescriptionCyclo(Phe-Leu) is a new cell cycle inhibitor.
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(Ile-Ala)(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-Leu)

Structure Identification
Nat Chem Biol. 2009 Jun;5(6):414-20.

Cyclodipeptide synthases are a family of tRNA-dependent peptide bond-forming enzymes.[Pubmed: 19430487]


METHODS AND RESULTS:
In this pathway, the formation of the Cyclo(Phe-Leu) (2) intermediate is catalyzed by AlbC, a small protein unrelated to NRPSs. We demonstrated that AlbC uses aminoacyl-tRNAs as substrates to catalyze the formation of the DKP peptide bonds. Moreover, several other bacterial proteins, presenting moderate similarity to AlbC, also use aminoacyl-tRNAs to synthesize various cyclodipeptides.
CONCLUSIONS:
Therefore, AlbC and these related proteins belong to a newly defined family of enzymes that we have named cyclodipeptide synthases (CDPSs).

Cyclo(Phe-Leu) Dilution Calculator

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Cyclo(Phe-Leu) Molarity Calculator

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Preparing Stock Solutions of Cyclo(Phe-Leu)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8411 mL 19.2057 mL 38.4113 mL 76.8226 mL 96.0283 mL
5 mM 0.7682 mL 3.8411 mL 7.6823 mL 15.3645 mL 19.2057 mL
10 mM 0.3841 mL 1.9206 mL 3.8411 mL 7.6823 mL 9.6028 mL
50 mM 0.0768 mL 0.3841 mL 0.7682 mL 1.5365 mL 1.9206 mL
100 mM 0.0384 mL 0.1921 mL 0.3841 mL 0.7682 mL 0.9603 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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References on Cyclo(Phe-Leu)

Cyclodipeptide synthases are a family of tRNA-dependent peptide bond-forming enzymes.[Pubmed:19430487]

Nat Chem Biol. 2009 Jun;5(6):414-20.

Cyclodipeptides and their derivatives belong to the diketopiperazine (DKP) family, which is comprised of a broad array of natural products that exhibit useful biological properties. In the few known DKP biosynthetic pathways, nonribosomal peptide synthetases (NRPSs) are involved in the synthesis of cyclodipeptides that constitute the DKP scaffold, except in the albonoursin (1) pathway. Albonoursin, or cyclo(alpha,beta-dehydroPhe-alpha,beta-dehydroLeu), is an antibacterial DKP produced by Streptomyces noursei. In this pathway, the formation of the Cyclo(Phe-Leu) (2) intermediate is catalyzed by AlbC, a small protein unrelated to NRPSs. We demonstrated that AlbC uses aminoacyl-tRNAs as substrates to catalyze the formation of the DKP peptide bonds. Moreover, several other bacterial proteins, presenting moderate similarity to AlbC, also use aminoacyl-tRNAs to synthesize various cyclodipeptides. Therefore, AlbC and these related proteins belong to a newly defined family of enzymes that we have named cyclodipeptide synthases (CDPSs).

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