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Gly-Gly-Gly-PEG4-DBCO

Alias: GlyGlyGlyPEG4DBCO; Gly Gly Gly PEG4 DBCO
Cat No.:V39687 Purity: ≥98%
Gly-Gly-Gly-PEG4-DBCO is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 4 Polyethylene glycol (PEG) units, which may be utilized to prepare active Antibody-drug conjugates (ADC).
Gly-Gly-Gly-PEG4-DBCO
Gly-Gly-Gly-PEG4-DBCO Chemical Structure CAS No.: 2353409-80-8
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Gly-Gly-Gly-PEG4-DBCO is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 4 Polyethylene glycol (PEG) units, which may be utilized to prepare active Antibody-drug conjugates (ADC).
Gly-Gly-Gly-PEG4-DBCO (CAS#: 2353409-80-8) is a cleavable, peptide-PEG hybrid linker used in the synthesis of antibody-drug conjugates (ADCs). With the molecular formula C35H46N6O9 and a molecular weight of 694.77, this compound features a Gly-Gly-Gly peptide sequence, a hydrophilic PEG4 spacer, and a DBCO (dibenzocyclooctyne) group. The DBCO group enables efficient strain-promoted alkyne-azide cycloaddition (SPAAC) click chemistry with azide-containing molecules. Gly-Gly-Gly-PEG4-DBCO is a versatile compound used in the development of bioconjugates, particularly for applications in drug delivery and molecular targeting.
Biological Activity I Assay Protocols (From Reference)
Targets
Gly-Gly-Gly-PEG4-DBCO does not have a specific biological target, as it is a linker molecule used in the synthesis of ADCs rather than a pharmacologically active compound. Its function is to connect an antibody to a cytotoxic payload in ADC constructs. The Gly-Gly-Gly peptide sequence provides a cleavable moiety that enables protease-sensitive payload release within target cells. The PEG4 spacer increases solubility and flexibility, while the DBCO group allows for site-specific conjugation to azide-functionalized molecules via SPAAC click chemistry.
ln Vitro
ADC cytotoxins are connected to antibodies through an ADC connector to form ADCs [1].
Gly-Gly-Gly-PEG4-DBCO does not possess intrinsic biological activity as it is a linker molecule rather than a pharmacologically active compound. Its in vitro utility lies in its use as a chemical building block for the synthesis of ADCs and other bioconjugates. The compound's DBCO group enables copper-free click chemistry with azide-containing molecules, which is advantageous for bioconjugation applications where copper toxicity is a concern. The Gly-Gly-Gly peptide sequence is cleavable by proteases, allowing for controlled release of the payload in target cells.
ln Vivo
In vivo activity is not applicable to Gly-Gly-Gly-PEG4-DBCO itself, as it is a linker molecule used in the synthesis of ADCs rather than a pharmacologically active compound. The in vivo activity would be associated with the final ADC molecules that incorporate this linker, not with the linker itself. Gly-Gly-Gly-PEG4-DBCO is used exclusively as a chemical building block in research settings to construct ADC molecules that can deliver cytotoxic payloads to target cells.
Enzyme Assay
In vitro enzyme/receptor binding experiments are not applicable to Gly-Gly-Gly-PEG4-DBCO, as it is a linker molecule rather than a biologically active compound. The compound is used as a chemical building block in bioconjugation reactions. Its characterization involves chemical analysis methods such as NMR spectroscopy, HPLC, and mass spectrometry to confirm its structure and purity. Researchers use these analytical techniques to verify the identity and quality of the compound before using it in the synthesis of ADCs.
Cell Assay
In vitro cellular experiments are not performed with Gly-Gly-Gly-PEG4-DBCO itself, as it is a linker molecule used in bioconjugation rather than a biologically active compound. The compound is used exclusively as a building block for the synthesis of ADCs and other bioconjugates. Researchers handling Gly-Gly-Gly-PEG4-DBCO follow standard chemical synthesis protocols, including the use of appropriate personal protective equipment and working in a fume hood. The compound is stored under conditions that maintain its chemical stability.
Animal Protocol
In vivo animal experiments are not applicable to Gly-Gly-Gly-PEG4-DBCO itself, as it is a linker molecule used in the synthesis of ADCs rather than a pharmacologically active compound. The compound is not administered to animals, and its biological effects have not been studied in vivo. Any animal studies would be conducted with the final ADC molecules that are synthesized using this linker, not with the linker itself.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to Gly-Gly-Gly-PEG4-DBCO itself, as it is a linker molecule used in bioconjugation rather than a pharmacologically active drug candidate. The compound is not intended for administration to animals or humans, and its absorption, distribution, metabolism, and excretion have not been studied. Gly-Gly-Gly-PEG4-DBCO is used exclusively as a building block for the synthesis of ADCs. Its physicochemical properties, such as molecular weight (694.77) and solubility, are relevant to its handling in chemical reactions rather than to biological systems.
Toxicity/Toxicokinetics
Toxicological data for Gly-Gly-Gly-PEG4-DBCO are limited, as the compound is a chemical linker rather than a drug candidate. Standard safety precautions for handling organic chemicals apply, including the use of personal protective equipment and working in a well-ventilated area. The compound is not intended for human consumption, and its toxicity profile has not been extensively characterized. Researchers handling Gly-Gly-Gly-PEG4-DBCO should refer to the material safety data sheet (MSDS) for specific hazard information.
References

[1]. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337.

Additional Infomation
Gly-Gly-Gly-PEG4-DBCO is a research chemical that has not entered clinical trials or received regulatory approval for therapeutic use. It is a cleavable ADC linker that is used in the synthesis of antibody-drug conjugates, a class of targeted therapeutics that deliver cytotoxic payloads to cancer cells. The compound's DBCO group enables efficient SPAAC click chemistry, making it valuable for bioconjugation applications. Its peptide-PEG hybrid structure provides both cleavability and solubility, which are important properties for ADC development.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C35H46N6O9
Molecular Weight
694.774549007416
Exact Mass
694.332
CAS #
2353409-80-8
PubChem CID
137334056
Appearance
Light yellow to yellow ointment
LogP
-1.4
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
23
Heavy Atom Count
50
Complexity
1140
Defined Atom Stereocenter Count
0
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCNC(=O)CNC(=O)CNC(=O)CN
InChi Key
IQIPCHLKYRUJEB-UHFFFAOYSA-N
InChi Code
InChI=1S/C35H46N6O9/c36-23-32(43)39-25-34(45)40-24-33(44)38-14-16-48-18-20-50-22-21-49-19-17-47-15-13-37-31(42)11-12-35(46)41-26-29-7-2-1-5-27(29)9-10-28-6-3-4-8-30(28)41/h1-8H,11-26,36H2,(H,37,42)(H,38,44)(H,39,43)(H,40,45)
Chemical Name
N-[2-[2-[2-[2-[2-[[2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanamide
Synonyms
GlyGlyGlyPEG4DBCO; Gly Gly Gly PEG4 DBCO
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

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 : ~100 mg/mL (~143.93 mM)
MEthanol : ~50 mg/mL (~71.97 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 1.4393 mL 7.1966 mL 14.3933 mL
5 mM 0.2879 mL 1.4393 mL 2.8787 mL
10 mM 0.1439 mL 0.7197 mL 1.4393 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:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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  • 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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