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CEP dipeptide 1

Cat No.:V29214 Purity: ≥98%
CEP dipeptide 1 is a 2-(_omega_-Carboxyethyl)pyrrole (CEP) dipeptide analogue with angiogenic activity.
CEP dipeptide 1
CEP dipeptide 1 Chemical Structure CAS No.: 816432-15-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
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Product Description
CEP dipeptide 1 is a 2-(_omega_-Carboxyethyl)pyrrole (CEP) dipeptide analogue with angiogenic activity.
CEP dipeptide 1 (CAS#: 816432-15-2) is a synthetic dipeptide compound designed to mimic natural peptides involved in cellular signaling and repair processes. It is a 2-(omega-carboxyethyl)pyrrole (CEP) dipeptide analogue with potent angiogenic activity. With a molecular formula of C1₈H2₇N3O₆ and a molecular weight of 381.42, CEP dipeptide 1 has a purity of ≥95%. The compound holds significance in dermatological research, particularly for its potential to promote skin regeneration and protect against oxidative stress. It is used as a mediator in studies of age-related macular degeneration (AMD) and serves as a valuable tool for exploring therapeutic applications in wound healing, skin rejuvenation, and dermatological formulations.
Biological Activity I Assay Protocols (From Reference)
Targets
CEP dipeptide 1 is a 2-(omega-carboxyethyl)pyrrole (CEP) dipeptide analogue. Its primary biological activity is angiogenic, meaning it promotes the formation of new blood vessels. The compound is designed to mimic natural peptides involved in cellular signaling and repair processes. By enhancing collagen synthesis and reducing inflammation, CEP dipeptide 1 aids in the study of anti-aging mechanisms and skin barrier repair. It is used as a mediator of age-related macular degeneration (AMD), suggesting that its targets may include pathways involved in angiogenesis and inflammation relevant to retinal health. However, specific receptor or enzyme targets have not been conclusively identified in the available literature.
ln Vitro
CEP dipeptide 1 demonstrates potent in vitro angiogenic activity. As a CEP dipeptide analogue, the compound promotes the formation of new blood vessels in cell-based models of angiogenesis. It has been shown to enhance collagen synthesis and reduce inflammation, indicating its potential utility in tissue repair and regeneration. The compound's activity is relevant to the study of age-related macular degeneration (AMD), where abnormal angiogenesis plays a critical role. CEP dipeptide 1's stable and bioactive structure makes it a valuable tool for exploring therapeutic applications in wound healing, skin rejuvenation, and dermatological formulations. The compound is soluble in DMSO at 10 mM and is intended for research purposes only.
ln Vivo
In vivo activity data for CEP dipeptide 1 are limited. Based on its in vitro angiogenic activity and its role as a mediator of age-related macular degeneration, the compound may exert effects on blood vessel formation and tissue repair in living systems. The compound's ability to enhance collagen synthesis and reduce inflammation suggests potential benefits in wound healing and tissue regeneration models. However, comprehensive pharmacokinetic and pharmacodynamic studies in animal models have not been extensively reported. The compound is primarily used as a research tool for studying angiogenesis, wound healing, and dermatological applications rather than as a therapeutic candidate. Further research is needed to establish its in vivo efficacy and safety profile.
Enzyme Assay
The in vitro enzyme/receptor binding assay for CEP dipeptide 1 is not well-established in the literature, as the compound is primarily studied for its angiogenic activity in cell-based systems. Typical assays for evaluating angiogenic activity involve measuring endothelial cell proliferation, migration, and tube formation. In tube formation assays, human umbilical vein endothelial cells (HUVECs) or other endothelial cell lines are seeded on Matrigel-coated plates and treated with varying concentrations of CEP dipeptide 1 (typically 1-100 uM). After incubation for 4-18 hours at 37degC, tube formation is quantified by measuring total tube length, branch points, or number of closed loops using phase-contrast microscopy or image analysis software. For cell proliferation assays, BrdU incorporation or MTT assays are used to assess the compound's effects on endothelial cell growth.
Cell Assay
The in vitro cell-based assay for CEP dipeptide 1 involves culturing relevant cell lines such as human umbilical vein endothelial cells (HUVECs), fibroblasts, or keratinocytes. Cells are typically seeded in multi-well plates and treated with varying concentrations of the compound (1-100 uM) for 24-72 hours in appropriate growth media at 37degC with 5% CO2. For angiogenesis studies, endothelial cells are assessed for proliferation (BrdU or MTT assays), migration (wound healing or Boyden chamber assays), and tube formation on Matrigel. For dermatological research, fibroblasts are evaluated for collagen synthesis using ELISA or Western blot analysis, and keratinocytes are assessed for barrier function and differentiation markers. The compound is soluble in DMSO at 10 mM and has a purity of ≥95%.
Animal Protocol
In vivo animal studies for CEP dipeptide 1 have not been extensively documented in the literature. Based on the compound's angiogenic activity and potential applications in wound healing and dermatology, potential animal studies would typically involve administration of the compound via topical, subcutaneous, or intradermal routes in rodent models of wound healing, skin aging, or angiogenesis-related conditions. Dosing would be determined based on preliminary pharmacokinetic data and solubility profiles. Common endpoints in such studies would include evaluation of wound closure rates, assessment of collagen deposition and angiogenesis in tissue sections, and monitoring of general toxicity parameters. However, comprehensive in vivo efficacy and toxicity studies have not been widely reported for this compound.
ADME/Pharmacokinetics
Pharmacokinetic properties of CEP dipeptide 1 have not been fully characterized in the literature. The compound has a molecular weight of 381.42 g/mol and a molecular formula of C1₈H2₇N3O₆. It has a predicted density of 1.24 g/cm3 and is soluble in DMSO at 10 mM. For storage, the compound should be kept at -20degC. The compound has a purity of ≥95%. As a dipeptide, CEP dipeptide 1 may be susceptible to proteolytic degradation in biological systems, which could limit its stability and bioavailability. The compound's physicochemical properties suggest moderate lipophilicity, which may influence its absorption and distribution. However, detailed pharmacokinetic parameters such as half-life, clearance, and volume of distribution have not been reported.
Toxicity/Toxicokinetics
Toxicity data for CEP dipeptide 1 are limited, as the compound is a research-use peptide and has not undergone extensive toxicological characterization. Standard safety precautions should be followed when handling this compound, including the use of appropriate personal protective equipment such as gloves and lab coats to prevent skin contact and inhalation of dust. The compound should be handled in a well-ventilated area. In case of accidental exposure, rinse affected areas with plenty of water and seek medical attention if irritation persists. Proper waste disposal procedures should be observed in accordance with local regulations. As with all research chemicals, exposure should be minimized and the compound should be stored securely at -20degC away from incompatible materials.
References

[1]. Synthesis and structural characterization of carboxyethylpyrrole-modified proteins: mediators of age-related macular degeneration. Bioorg Med Chem. 2009 Nov 1;17(21):7548-61.

[2]. 4-Hydroxy-7-oxo-5-heptenoic Acid (HOHA) Lactone is a Biologically Active Precursor for the Generation of 2-(ω-Carboxyethyl)pyrrole (CEP) Derivatives of Proteins and Ethanolamine Phospholipids. Chem Res Toxicol. 2015 May 18;28(5):967-77.

Additional Infomation
CEP dipeptide 1 (CAS#: 816432-15-2) is a synthetic dipeptide with the molecular formula C1₈H2₇N3O₆ and a molecular weight of 381.42. Also known as a 2-(omega-carboxyethyl)pyrrole (CEP) dipeptide analogue, this compound exhibits potent angiogenic activity and is used as a mediator in studies of age-related macular degeneration (AMD). The compound is designed to mimic natural peptides involved in cellular signaling and repair processes and holds significance in dermatological research for its potential to promote skin regeneration and protect against oxidative stress. By enhancing collagen synthesis and reducing inflammation, CEP dipeptide 1 aids in the study of anti-aging mechanisms and skin barrier repair. The compound has a purity of ≥95%, is soluble in DMSO at 10 mM, and should be stored at -20degC. It is intended for research purposes only. No clinical trials or regulatory approvals have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H27N3O6
Molecular Weight
381.4235
Exact Mass
381.19
CAS #
816432-15-2
PubChem CID
92044401
Appearance
Off-white to yellow solid powder
LogP
1.251
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
13
Heavy Atom Count
27
Complexity
525
Defined Atom Stereocenter Count
1
SMILES
CC(=O)NCC(=O)N[C@@H](CCCCN1C=CC=C1CCC(=O)O)C(=O)OC
InChi Key
VBZGZUAKQLIUCN-HNNXBMFYSA-N
InChi Code
InChI=1S/C18H27N3O6/c1-13(22)19-12-16(23)20-15(18(26)27-2)7-3-4-10-21-11-5-6-14(21)8-9-17(24)25/h5-6,11,15H,3-4,7-10,12H2,1-2H3,(H,19,22)(H,20,23)(H,24,25)/t15-/m0/s1
Chemical Name
3-[1-[(5S)-5-[(2-acetamidoacetyl)amino]-6-methoxy-6-oxohexyl]pyrrol-2-yl]propanoic acid
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 : ~10 mg/mL (~26.22 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 2.6218 mL 13.1089 mL 26.2178 mL
5 mM 0.5244 mL 2.6218 mL 5.2436 mL
10 mM 0.2622 mL 1.3109 mL 2.6218 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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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