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Cyclo(Gly-Gln)

Cat No.:V57721 Purity: ≥98%
Cyclo(Gly-Gln) is a cyclic dipeptide.
Cyclo(Gly-Gln)
Cyclo(Gly-Gln) Chemical Structure CAS No.: 52662-00-7
Product category: Peptides
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
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Product Description
Cyclo(Gly-Gln) is a cyclic dipeptide.
Cyclo(Gly-Gln) is a cyclic dipeptide (diketopiperazine) formed from glycine and L-glutamine. It has the molecular formula C7H11N3O3 and molecular weight 185.18. It has the CAS number 52662-00-7. It is a biologically active peptide.
Biological Activity I Assay Protocols (From Reference)
Targets
Cyclo(Gly-Gln) is capable of reversing the cardiorespiratory depression produced by β-endorphin or morphine. It may target opioid receptors or downstream signaling pathways. It exhibits various biological activities, including antioxidant properties and the ability to modulate cellular signaling pathways.
ln Vitro
In vitro, Cyclo(Gly-Gln) is a biologically active peptide. It shows promising activity against certain diseases, particularly in the research of cancer, neurodegenerative disorders, and metabolic diseases. It has antioxidant properties and can modulate cellular signaling pathways.
ln Vivo
In vivo, Cyclo(Gly-Gln) is capable of reversing the cardiorespiratory depression produced by β-endorphin or morphine. It has potential applications in cancer, neurodegenerative disorders, and metabolic diseases. Animal studies are needed to further confirm its efficacy.
Enzyme Assay
Cell-free assays for Cyclo(Gly-Gln): opioid receptor binding is assessed using radioligand binding assays with membrane preparations. The compound is incubated with receptor membranes and radiolabeled ligands, and specific binding is measured by scintillation counting. Antioxidant activity is measured using DPPH and ABTS assays.
Cell Assay
Cellular assays for Cyclo(Gly-Gln): cells (e.g., neuronal cells, cancer cell lines) are cultured and treated with Cyclo(Gly-Gln) at concentrations of 0.1-100 µM for 24-72 hours. Cell viability is measured by MTT assay. Apoptosis is assessed by Annexin V/PI staining. ROS levels are measured using DCFH-DA. Signaling pathways are assessed by Western blot.
Animal Protocol
In vivo animal studies for Cyclo(Gly-Gln): animal models of cardiorespiratory depression (e.g., morphine-treated animals), cancer, or neurodegenerative diseases would be used. Animals are administered Cyclo(Gly-Gln) orally or intraperitoneally at doses of 1-10 mg/kg. Cardiorespiratory parameters, tumor growth, and neurological function are assessed.
ADME/Pharmacokinetics
Pharmacokinetic properties of Cyclo(Gly-Gln): as a small cyclic peptide (molecular weight 185.18), it may have moderate oral bioavailability. It is likely metabolized in the liver and excreted via the kidneys. Storage: powder at -20°C for up to 3 years.
Toxicity/Toxicokinetics
Toxicity of Cyclo(Gly-Gln): comprehensive toxicity data are limited. As a cyclic dipeptide, it is generally considered safe at moderate doses. It is for research use only and not approved for clinical use.
References

[1]. Uptake of Cyclic Dipeptide by PEPT1 in Caco-2 Cells: Phenolic Hydroxyl Group of Substrate Enhances Affinity for PEPT1. J Pharm Pharmacol. 2002 Sep;54(9):1293-6.

Additional Infomation
Cyclo(Gly-Gln) is a research compound with potential applications in cancer, neurodegenerative disorders, metabolic diseases, and opioid-induced respiratory depression research. It is a biologically active cyclic dipeptide. No clinical trials or FDA approvals have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H11N3O3
Molecular Weight
185.18
Exact Mass
185.08
CAS #
52662-00-7
PubChem CID
7408479
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
722.0±45.0 °C at 760 mmHg
Flash Point
390.5±28.7 °C
Vapour Pressure
0.0±2.3 mmHg at 25°C
Index of Refraction
1.498
LogP
-3.46
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
251
Defined Atom Stereocenter Count
1
SMILES
C1C(=O)N[C@H](C(=O)N1)CCC(=O)N
InChi Key
PWADXPITHGKDSY-BYPYZUCNSA-N
InChi Code
InChI=1S/C7H11N3O3/c8-5(11)2-1-4-7(13)9-3-6(12)10-4/h4H,1-3H2,(H2,8,11)(H,9,13)(H,10,12)/t4-/m0/s1
Chemical Name
3-[(2S)-3,6-dioxopiperazin-2-yl]propanamide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: 13.89 mg/mL (75.01 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.4002 mL 27.0008 mL 54.0015 mL
5 mM 1.0800 mL 5.4002 mL 10.8003 mL
10 mM 0.5400 mL 2.7001 mL 5.4002 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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