| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 10mg |
|
||
| 50mg |
|
||
| 100mg |
|
||
| 500mg | |||
| 1g | |||
| Other Sizes |
| Targets |
Cleavable Linker
Cyclooctyne-O-NHS ester is classified as a cleavable ADC linker. The compound targets primary amine groups (-NH₂) on antibodies through the NHS ester group. The alkyne group reacts with azide-containing molecules via click chemistry (CuAAc). The cleavable nature of the linker allows for the release of the drug payload at the target site. The compound has a molecular formula of C14H17NO5 and a molecular weight of 279.29 g/mol. |
|---|---|
| ln Vitro |
ADCs are made up of an antibody and an ADC cytotoxin that are joined together by an ADC linker.
In vitro, Cyclooctyne-O-NHS ester is used for the synthesis of ADCs via click chemistry. The NHS ester group reacts efficiently with primary amines at pH 7-9 to form stable amide bonds. The alkyne group can undergo CuAAc with azide-containing molecules, enabling the attachment of various payloads. The compound’s cleavable nature allows for the release of the drug payload under specific conditions. ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker. The compound is soluble in DMSO at 100 mg/mL. |
| ln Vivo |
No detailed in vivo activity data for Cyclooctyne-O-NHS ester has been published in the available literature. The compound is a research tool used primarily for the synthesis of ADCs. Its in vivo activity would depend on the specific antibody and payload to which it is conjugated. The cleavable nature of the linker allows for the release of the drug payload at the target site.
|
| Enzyme Assay |
The conjugation efficiency of Cyclooctyne-O-NHS ester can be assessed using various analytical techniques. In a typical conjugation reaction, the antibody is buffer-exchanged into a suitable conjugation buffer. Cyclooctyne-O-NHS ester is dissolved in DMSO and added to the antibody. The reaction is incubated at room temperature. The degree of conjugation is assessed by MALDI-TOF mass spectrometry or by SDS-PAGE. The click chemistry reaction with azide-containing molecules can be monitored by HPLC or mass spectrometry.
|
| Cell Assay |
The cellular activity of Cyclooctyne-O-NHS ester conjugates is assessed in cell-based assays that depend on the specific antibody and payload. For ADC applications, the antibody-drug conjugate is added to target cells expressing the appropriate antigen. Cell viability is measured using MTT or CellTiter-Glo assays. The specificity of the conjugate for target cells is assessed by comparing activity against antigen-positive and antigen-negative cell lines.
|
| Animal Protocol |
No detailed in vivo animal model data for Cyclooctyne-O-NHS ester has been published in the available literature. The compound is a research tool used in the synthesis of ADCs. Its in vivo efficacy would be evaluated in animal models using the specific ADC to which it is conjugated. Typical studies would involve xenograft models for ADC efficacy.
|
| ADME/Pharmacokinetics |
No detailed pharmacokinetic data for Cyclooctyne-O-NHS ester has been published in the available literature. The compound has a molecular weight of 279.29 g/mol and a molecular formula of C14H17NO5. The compound has a purity of ≥98%. It is soluble in DMSO at 100 mg/mL. Further studies would be needed to characterize the pharmacokinetic properties of Cyclooctyne-O-NHS ester conjugates.
|
| Toxicity/Toxicokinetics |
No detailed toxicity data for Cyclooctyne-O-NHS ester has been published in the available literature. As a research compound used in ADC synthesis, Cyclooctyne-O-NHS ester is not intended for direct therapeutic use. The toxicity of Cyclooctyne-O-NHS ester conjugates would depend on the specific antibody and payload. The compound is typically handled with standard laboratory safety precautions.
|
| References | |
| Additional Infomation |
Cyclooctyne-O-NHS ester (CAS#: 1425803-45-7) is a cleavable ADC linker and click chemistry reagent used in the synthesis of antibody-drug conjugates (ADCs). The compound contains an alkyne group for CuAAc click chemistry and an NHS ester group for amine conjugation. It has a molecular weight of 279.29 g/mol and a molecular formula of C14H17NO5. The compound has a purity of ≥98% and is soluble in DMSO at 100 mg/mL. It is used in cancer research for the development of targeted therapies.
|
| Molecular Formula |
C14H17NO5
|
|---|---|
| Molecular Weight |
279.29
|
| Exact Mass |
279.11
|
| CAS # |
1425803-45-7
|
| PubChem CID |
118384301
|
| Appearance |
White to off-white solid powder
|
| LogP |
1.2
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
5
|
| Rotatable Bond Count |
5
|
| Heavy Atom Count |
20
|
| Complexity |
456
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
O=C(ON1C(CCC1=O)=O)COC2C#CCCCCC2
|
| InChi Key |
KSXCIPWSNSHGIM-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C14H17NO5/c16-12-8-9-13(17)15(12)20-14(18)10-19-11-6-4-2-1-3-5-7-11/h11H,1-4,6,8-10H2
|
| Chemical Name |
(2,5-dioxopyrrolidin-1-yl) 2-cyclooct-2-yn-1-yloxyacetate
|
| 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 (e.g. under nitrogen), 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 (In Vitro) |
DMSO : 100 mg/mL (358.05 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 6.25 mg/mL (22.38 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 62.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 5 mg/mL (17.90 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. View More
Solubility in Formulation 3: ≥ 5 mg/mL (17.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.5805 mL | 17.9025 mL | 35.8051 mL | |
| 5 mM | 0.7161 mL | 3.5805 mL | 7.1610 mL | |
| 10 mM | 0.3581 mL | 1.7903 mL | 3.5805 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.
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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
