Cyclo(Tyr-Pro)

CAS# 5654-84-2

Cyclo(Tyr-Pro)

Catalog No. BCN2421----Order now to get a substantial discount!

Product Name & Size Price Stock
Cyclo(Tyr-Pro): 5mg $184 In Stock
Cyclo(Tyr-Pro): 10mg Please Inquire In Stock
Cyclo(Tyr-Pro): 20mg Please Inquire Please Inquire
Cyclo(Tyr-Pro): 50mg Please Inquire Please Inquire
Cyclo(Tyr-Pro): 100mg Please Inquire Please Inquire
Cyclo(Tyr-Pro): 200mg Please Inquire Please Inquire
Cyclo(Tyr-Pro): 500mg Please Inquire Please Inquire
Cyclo(Tyr-Pro): 1000mg Please Inquire Please Inquire

Quality Control of Cyclo(Tyr-Pro)

Number of papers citing our products

Chemical structure

Cyclo(Tyr-Pro)

3D structure

Chemical Properties of Cyclo(Tyr-Pro)

Cas No. 5654-84-2 SDF Download SDF
PubChem ID 371682 Appearance Powder
Formula C14H16N2O3 M.Wt 260.29
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES C1CC2C(=O)NC(C(=O)N2C1)CC3=CC=C(C=C3)O
Standard InChIKey LSGOTAXPWMCUCK-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)
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(Tyr-Pro)

The Penicillium oxalicum

Biological Activity of Cyclo(Tyr-Pro)

DescriptionCyclo(Tyr-Pro) shows antibacterial activity towards several marine bacterial species, it also shows weak antagonistic activity against VEGFR2 -CD. Cyclo(Tyr-Pro) and cyclo(Pro-Val) are toxic to both suspension cells and seedlings of Pinus thunbergii, which may offer some clues to research the mechanism of pine wilt disease caused by pine wood nematode.
TargetsVEGFR | Antifection
In vitro

Antimicrobial activity of liposome encapsulated cyclo(L-tyrosyl-L-prolyl)[Reference: WebLink]

Die Pharmazie - An International Journal of Pharmaceutical Sciences,2011,66(6):421-3.

Various studies have shown the potentially beneficial biological activities of cyclic dipeptides and in particular, cyclo(L-tyrosyl-L-prolyl) (Cyclo(Tyr-Pro)) has shown fair antibacterial activity in vitro. This study aimed to determine if liposome encapsulation would have any significant effects on the antibacterial activity of this compound.
METHODS AND RESULTS:
The thin-film hydration method with extrusion was used to produce small unilamellar vesicles containing Cyclo(Tyr-Pro) that were shown to have an average encapsulation of 9.4% with a mean particle size of 160.4 nm. Minimum inhibitory concentrations tested against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae and Bacillus subtillis were shown to be lower in liposome encapsulated Cyclo(Tyr-Pro) than for the free form, while no antimicrobial activity was noted for either encapsulated nor non-encapsulated drug against the fungus Candida albicans or two methicillin-resistant strains of Staphylococcus aureus (MRSA). A positive control of liposome encapsulated amoxicillin was shown to be extremely active against both MRSA strains.
CONCLUSIONS:
The results confirm that liposome encapsulation has the potential to enhance activity as well as to overcome bacterial resistance towards current antibacterial agents.

Two Cyclic Dipeptides from Pseudomonas fluorescens GcM5-1A Carried by the Pine Wood Nematode and Their Toxicities to Japanese Black Pine Suspension Cells and Seedlings in vitro.[Pubmed: 19259494 ]

J Nematol. 2007 Sep;39(3):243-7.


METHODS AND RESULTS:
Pseudomonas fluorescens GcM5-1A, isolated from the pine wood nematode (PWN), Bursaphelenchus xylophilus, was cultured in Luria Broth medium (LB). The clarified culture was extracted with ethyl acetate, and two dipeptides were purified from the extract. The chemical structures of 1 and 2 were identified as cyclo(-Pro-Val-)and Cyclo(Tyr-Pro), respectively, by MS, (1)H NMR, (13)C NMR,(1)H-(1)H COSY, 1H -(13)C COSY spectra.
CONCLUSIONS:
Bioassay results showed that the two compounds were toxic to both suspension cells and seedlings of Pinus thunbergii, which may offer some clues to research the mechanism of pine wilt disease caused by PWN.

Antibacterial Metabolites from Marine Bacterium Pseudomonas sp.[Reference: WebLink]

Natural Product Research & Development, 2009,21(3): 420-3.


METHODS AND RESULTS:
Nine cyclic dipeptides,Cyclo(Tyr-Pro)(1),cyclo-(Tyr-Ile)(2),cyclo-(Phe-Pro)(3),cyclo-(Val-Pro)(4),cyclo-(Ile-Pro)(5),cyclo-(Leu-Pro)(6),cyclo-(Ala-Pro)(7),cyclo-(Ala-Val)(8),cyclo-(Ala-Leu)(9) together with two benzene compounds p-hydroxy-benzaldehyde(10),bis(2-ethylhexyl) phthalate(11) were isolated from the culture broth of marine bacterium Pseudomonas sp.,and identified on the basis of spectroscopic evidences and by comparison of the data reported compounds 1-4 showed antibacterial activity towards several marine bacterial species.

Protocol of Cyclo(Tyr-Pro)

Kinase Assay

Discovery on antagonists of VEGFR2-CD produced by Streptomyces strain I06A-02832.[Reference: WebLink]

Chinese Journal of Antibiotics,2014,6:408-12,421.

To discover antagonists of VEGFR2-CD from the fermentation broth produced by streptomyces strain I06A-02832.
METHODS AND RESULTS:
Under the guidance of ELISA assay against VEGFR2-CD, Compounds 2832B and 2832C were isolated and purified by combination of different column chromatographies and HPLC. The structures of compounds 2832B and C were identified by combination of analysis of UV, IR, MS and 1D-NMR, 2D-NMR. Compounds 2832B and 2832C were purified and structurally identified as cyclic dipeptides, and were the same with Cyclo(Tyr-Pro) and cyclo-(Phe-Gly) respectively. Compounds 2832B and 2832C showed weak antagonistic activity against VEGFR2-CD by ELISA assay.
CONCLUSIONS:
They are firstly reported compounds 2832B and 2832C had antagonistic activity against VEGFR2-CD.

Structure Identification
Journal of Crystallographic and Spectroscopic Research December 1992,22(6):643-649.

Cyclodipeptides: Structure and conformation of cyclo(tyrosyl-prolyl)[Reference: WebLink]


METHODS AND RESULTS:
The structure and conformation of the cyclodipeptide, cyclo(Tyrosyl-Prolyl), Cyclo(Tyr-Pro) have been investigated with X-ray crystallographic and spectroscopic methods. Two conformations of Cyclo(Tyr-Pro) crystallized in the space groupP21212 with cell dimensionsa=11.890(3),b=12.057(1),c=18.528(4). Both these conformations are uncommon for cyclodipeptides containing a proline residue. The tyrosyl side chains of these conformers are folded towards the diketopiperazine (DKP) ring. The DKP ring adopts a flattened chair conformation in contrast to the typical boat conformation generally observed for DKP rings. The conformation of the pyrrolidine ring can be described as a pseudo C2 symmetrical twist. One intermolecular hydrogen bond was observed for each of the two conformations of Cyclo(Tyr-Pro). The hydrogen of the hydroxyl group of the tyrosyl residue is hydrogen bonded to the oxygen of the carbonyl group of the diketopiperazine ring, i.e., the carbonyl group originating from the tyrosyl residue.
CONCLUSIONS:
NMR spectroscopic studies indicated a different conformation for Cyclo(Tyr-Pro) in solution similar to the generally observed conformation of cyclodipeptides, i.e., extended aromatic side chain and boat conformation for the DKP ring.

Cyclo(Tyr-Pro) Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Cyclo(Tyr-Pro) Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Cyclo(Tyr-Pro)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8419 mL 19.2093 mL 38.4187 mL 76.8374 mL 96.0467 mL
5 mM 0.7684 mL 3.8419 mL 7.6837 mL 15.3675 mL 19.2093 mL
10 mM 0.3842 mL 1.9209 mL 3.8419 mL 7.6837 mL 9.6047 mL
50 mM 0.0768 mL 0.3842 mL 0.7684 mL 1.5367 mL 1.9209 mL
100 mM 0.0384 mL 0.1921 mL 0.3842 mL 0.7684 mL 0.9605 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.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University
Featured Products
New Products
 

References on Cyclo(Tyr-Pro)

Two Cyclic Dipeptides from Pseudomonas fluorescens GcM5-1A Carried by the Pine Wood Nematode and Their Toxicities to Japanese Black Pine Suspension Cells and Seedlings in vitro.[Pubmed:19259494]

J Nematol. 2007 Sep;39(3):243-7.

Pseudomonas fluorescens GcM5-1A, isolated from the pine wood nematode (PWN), Bursaphelenchus xylophilus, was cultured in Luria Broth medium (LB). The clarified culture was extracted with ethyl acetate, and two dipeptides were purified from the extract. The chemical structures of 1 and 2 were identified as cyclo(-Pro-Val-)and cyclo(-Pro-Tyr-), respectively, by MS, (1)H NMR, (13)C NMR,(1)H-(1)H COSY, 1H -(13)C COSY spectra. Bioassay results showed that the two compounds were toxic to both suspension cells and seedlings of Pinus thunbergii, which may offer some clues to research the mechanism of pine wilt disease caused by PWN.

Keywords:

Cyclo(Tyr-Pro),5654-84-2,Natural Products, buy Cyclo(Tyr-Pro) , Cyclo(Tyr-Pro) supplier , purchase Cyclo(Tyr-Pro) , Cyclo(Tyr-Pro) cost , Cyclo(Tyr-Pro) manufacturer , order Cyclo(Tyr-Pro) , high purity Cyclo(Tyr-Pro)

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: