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Cyclo(D-Phe-L-Pro)

CAS# 26488-24-4

Cyclo(D-Phe-L-Pro)

Catalog No. BCN4011----Order now to get a substantial discount!

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Cyclo(D-Phe-L-Pro): 5mg $690 In Stock
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Chemical structure

Cyclo(D-Phe-L-Pro)

3D structure

Chemical Properties of Cyclo(D-Phe-L-Pro)

Cas No. 26488-24-4 SDF Download SDF
PubChem ID 6427771 Appearance Powder
Formula C14H16N2O2 M.Wt 244.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms L-Phe-L-Pro lactam;D-Phe-Pro-DKP
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,8aS)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES C1CC2C(=O)NC(C(=O)N2C1)CC3=CC=CC=C3
Standard InChIKey QZBUWPVZSXDWSB-NEPJUHHUSA-N
Standard InChI InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12+/m1/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.
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(D-Phe-L-Pro)

The Phellinus igniarius

Biological Activity of Cyclo(D-Phe-L-Pro)

DescriptionCyclo(D-Phe-L-Pro) is a natural product from Phellinus igniarius.

Protocol of Cyclo(D-Phe-L-Pro)

Structure Identification
Int J Pept Protein Res. 1988 Feb;31(2):157-63.

Potential energy calculations on phenylalanine rotamers in different boat forms of proline-containing cyclic dipeptides.[Pubmed: 3366549]

Previous potential energy calculations have always indicated that the folded conformation is the most stable one for cyclic dipeptides containing benzylic side chains.
METHODS AND RESULTS:
We have carried out intramolecular van der Waals potential energy calculations on Cyclo(D-Phe-L-Pro), N-(N-phenylacetyl-L-alanyl)-cyclo-(L-Phe-D-Pro) and N-(pyruvoyl)-cyclo-(L-Phe-D-Pro) adopting the geometries found in their crystal structures. The calculations made on these compounds, having the peptide skeleton made of the same aminoacid residues but differing in the degree of buckling of the boat, show that there is a dependence between diketopiperazine ring and phenylalanine side-chain conformations. The folded conformer is preferred as long as it is allowed by the degree of buckling of the boat.
CONCLUSIONS:
When the boat becomes highly buckled, as in the case of the pyruvoyl derivative, the folded rotamer is no longer favoured. This is the first energy calculation to demonstrate that the folded rotamer is not always the most stable one.

Cyclo(D-Phe-L-Pro) Dilution Calculator

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Cyclo(D-Phe-L-Pro) Molarity Calculator

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Preparing Stock Solutions of Cyclo(D-Phe-L-Pro)

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0933 mL 20.4666 mL 40.9333 mL 81.8666 mL 102.3332 mL
5 mM 0.8187 mL 4.0933 mL 8.1867 mL 16.3733 mL 20.4666 mL
10 mM 0.4093 mL 2.0467 mL 4.0933 mL 8.1867 mL 10.2333 mL
50 mM 0.0819 mL 0.4093 mL 0.8187 mL 1.6373 mL 2.0467 mL
100 mM 0.0409 mL 0.2047 mL 0.4093 mL 0.8187 mL 1.0233 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(D-Phe-L-Pro)

Potential energy calculations on phenylalanine rotamers in different boat forms of proline-containing cyclic dipeptides.[Pubmed:3366549]

Int J Pept Protein Res. 1988 Feb;31(2):157-63.

Previous potential energy calculations have always indicated that the folded conformation is the most stable one for cyclic dipeptides containing benzylic side chains. We have carried out intramolecular van der Waals potential energy calculations on cyclo-(D-Phe-L-Pro), N-(N-phenylacetyl-L-alanyl)-cyclo-(L-Phe-D-Pro) and N-(pyruvoyl)-cyclo-(L-Phe-D-Pro) adopting the geometries found in their crystal structures. The calculations made on these compounds, having the peptide skeleton made of the same aminoacid residues but differing in the degree of buckling of the boat, show that there is a dependence between diketopiperazine ring and phenylalanine side-chain conformations. The folded conformer is preferred as long as it is allowed by the degree of buckling of the boat. When the boat becomes highly buckled, as in the case of the pyruvoyl derivative, the folded rotamer is no longer favoured. This is the first energy calculation to demonstrate that the folded rotamer is not always the most stable one.

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