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Cyclo(Gly-Tyr)

Cat No.:V64520 Purity: ≥98%
Cyclo(Gly-Tyr) is a cyclic dipeptide.
Cyclo(Gly-Tyr)
Cyclo(Gly-Tyr) Chemical Structure CAS No.: 5845-66-9
Product category: Others 12
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-Tyr) is a cyclic dipeptide.
Cyclo(Gly-Tyr) is a cyclic dipeptide (diketopiperazine) composed of glycine and tyrosine. It is a member of the 2,5-diketopiperazine family, which are the smallest cyclic peptides. Cyclo(Gly-Tyr) is formed by the cyclization of the linear dipeptide Gly-Tyr and has been identified as a natural product in various organisms, including bacteria, fungi, and plants. The compound has the molecular formula C11H12N2O3 and is known for its diverse biological activities, including antioxidant, anti-inflammatory, and neuroprotective effects.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of cyclo(Gly-Tyr) include various enzymes and receptors involved in oxidative stress, inflammation, and neurotransmission. As a cyclic dipeptide, it may interact with specific targets through molecular recognition mechanisms. The compound has been shown to modulate the activity of antioxidant enzymes and to inhibit the production of pro-inflammatory mediators. Its neuroprotective effects may involve the modulation of neurotransmitter systems and the reduction of oxidative stress in the central nervous system.
ln Vitro
In vitro studies demonstrate that cyclo(Gly-Tyr) exhibits significant antioxidant activity by scavenging free radicals and upregulating the expression of antioxidant enzymes such as superoxide dismutase and catalase. The compound shows anti-inflammatory activity by reducing the production of pro-inflammatory cytokines and nitric oxide in stimulated macrophages. It also protects neurons from oxidative stress-induced damage and may modulate neurotransmitter release.
ln Vivo
In vivo studies in animal models have shown that cyclo(Gly-Tyr) exhibits neuroprotective and anti-inflammatory effects. In models of neurodegenerative diseases, the compound reduces neuronal damage and improves behavioral outcomes. In models of inflammation, it reduces the levels of inflammatory markers and tissue damage. The compound's effects on the central nervous system suggest potential applications in the treatment of neurological disorders.
Enzyme Assay
Non-cellular assays for cyclo(Gly-Tyr) typically involve measuring its antioxidant activity using DPPH, ABTS, or FRAP assays. The compound's ability to scavenge free radicals is quantified by measuring the reduction in absorbance at specific wavelengths. Enzyme activity assays may be used to assess the compound's effects on antioxidant enzymes. These cell-free systems allow for precise characterization of the compound's biochemical properties.
Cell Assay
Cellular assays for cyclo(Gly-Tyr) are conducted using neuronal cell lines, macrophages, or other relevant cell types. Antioxidant activity is evaluated by measuring the compound's ability to reduce intracellular ROS levels. Anti-inflammatory activity is assessed by measuring cytokine production and NF-κB activation. Neuroprotective effects are evaluated by exposing neurons to oxidative stress or excitotoxic insults in the presence or absence of the compound.
Animal Protocol
In vivo animal experiments for cyclo(Gly-Tyr) typically use rodent models of neurodegenerative diseases, inflammation, or oxidative stress. The compound is administered orally, intraperitoneally, or intracerebroventricularly. Neuroprotective effects are assessed by measuring neuronal survival, inflammatory markers, and behavioral outcomes. Anti-inflammatory effects are evaluated by measuring cytokine levels and tissue damage. These studies provide insights into the compound's therapeutic potential.
ADME/Pharmacokinetics
Pharmacokinetic properties of cyclo(Gly-Tyr) have not been extensively characterized. As a cyclic dipeptide with molecular weight approximately 220 g/mol, it may have reasonable oral bioavailability and the ability to cross the blood-brain barrier. The compound's stability in biological fluids and its metabolism have not been fully elucidated. Further pharmacokinetic studies are needed to support its development as a therapeutic agent.
Toxicity/Toxicokinetics
Toxicological data for cyclo(Gly-Tyr) are limited, as it is a natural product research compound. Cyclic dipeptides are generally considered to have low toxicity. No significant toxicity has been reported in the available literature. The compound is a natural product found in various organisms, suggesting a favorable safety profile. Standard laboratory safety precautions should be followed when handling the compound.
References
[1]. Takashi Mizuma, et al. 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
Reports indicate that (S)-3-(4-hydroxybenzyl)piperazine-2,5-dione exists in Bacillus subtilis, and relevant data are available for reference.
Other information includes cyclo(Gly-Tyr)'s presence as a natural product in various organisms, including bacteria, fungi, and plants. It is a member of the 2,5-diketopiperazine family of cyclic dipeptides, which are known for their diverse biological activities. The compound has been studied for its potential applications in neurodegenerative diseases, inflammation, and oxidative stress-related conditions. It remains a research compound with no approved clinical indications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12N2O3
Molecular Weight
220.22
Exact Mass
220.084
CAS #
5845-66-9
PubChem CID
13654641
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
623.1±45.0 °C at 760 mmHg
Melting Point
240ºC
Flash Point
330.7±28.7 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.586
LogP
-1.11
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
16
Complexity
285
Defined Atom Stereocenter Count
1
SMILES
O=C1[C@H](CC2C=CC(=CC=2)O)NC(CN1)=O
InChi Key
QHLSAVHDWSYPEP-VIFPVBQESA-N
InChi Code
InChI=1S/C11H12N2O3/c14-8-3-1-7(2-4-8)5-9-11(16)12-6-10(15)13-9/h1-4,9,14H,5-6H2,(H,12,16)(H,13,15)/t9-/m0/s1
Chemical Name
(3S)-3-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
DMSO: 31.25 mg/mL (141.90 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 4.5409 mL 22.7046 mL 45.4091 mL
5 mM 0.9082 mL 4.5409 mL 9.0818 mL
10 mM 0.4541 mL 2.2705 mL 4.5409 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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