| Size | Price | Stock | Qty |
|---|---|---|---|
| 250mg |
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| Other Sizes |
| Targets |
Boc-NH-ethyl-SS-propionic acid does not have a specific biological target, as it is a chemical linker. Its function is to serve as a covalent connector between a targeting antibody and a cytotoxic payload in ADCs. The disulfide bond is a target for reduction in the intracellular environment (e.g., by glutathione), enabling the controlled release of the payload inside target cells. The Boc-protected amine provides a handle for deprotection to reveal a free amine for conjugation. The NH-ethyl spacer provides flexibility.
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| ln Vitro |
ADC cytotoxins are connected to antibodies through an ADC connector to form ADCs [1].
As a chemical linker, Boc-NH-ethyl-SS-propionic acid does not possess any direct in vitro biological activity. Its function is to serve as a covalent bridge in the synthesis of ADCs. The in vitro activity of this linker is assessed indirectly through the characterization of the final ADCs it helps to create. For instance, the activity of the ADC is evaluated in cell-based assays for target binding, internalization, and cytotoxicity. The cleavable disulfide bond contributes to the ADC's overall activity by ensuring the efficient release of the toxic payload inside the target cell. |
| ln Vivo |
As a chemical linker, Boc-NH-ethyl-SS-propionic acid does not possess any direct in vivo biological activity. It is not administered as a therapeutic agent and does not exert pharmacological effects in animal models. Its in vivo relevance is strictly as a component of larger, biologically active ADCs. When incorporated into an ADC, the cleavable disulfide linker plays a critical role in the drug's in vivo efficacy. The linker must be stable in the bloodstream but readily cleavable once the ADC is internalized into the target cell. The specific in vivo activity—such as tumor regression—is determined by the ADC's warhead and targeting ligand.
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| Enzyme Assay |
There are no specific in vitro enzyme or receptor binding assays for Boc-NH-ethyl-SS-propionic acid, as it is a chemical reagent. Its characterization is performed using analytical chemistry techniques such as NMR, HPLC, and MS to verify its structure and purity. The functionality of the disulfide bond can be tested by incubating the linker with a reducing agent (e.g., DTT) and monitoring cleavage by HPLC. The Boc-protected amine can be confirmed by deprotection and subsequent reaction with a model compound. These are quality control steps, not biological assays.
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| Cell Assay |
There are no standard in vitro cell-based assays for Boc-NH-ethyl-SS-propionic acid itself, as it is not a bioactive molecule. Its use in cell biology is indirect, as a reagent for constructing ADCs. In such cases, the cell-based assay would involve treating cells with the final ADC and then measuring a biological readout, such as cell viability. The performance of the linker would be evaluated by the potency and selectivity of the ADC, which depend on the linker's ability to release the payload inside the cell. However, there is no direct assay for the linker in cells.
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| Animal Protocol |
Boc-NH-ethyl-SS-propionic acid is not used in in vivo animal experiments as a standalone compound. It is a synthetic building block for creating ADCs. Animal studies would be conducted on the final, larger ADCs that incorporate this linker. In such studies, the linker's contribution to the overall pharmacokinetic and pharmacodynamic profile of the ADC would be assessed. For example, researchers might compare the in vivo efficacy, stability, and toxicity of an ADC synthesized with this cleavable disulfide linker to an ADC synthesized with a non-cleavable linker.
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| ADME/Pharmacokinetics |
Boc-NH-ethyl-SS-propionic acid has a molecular weight of 281.39 g/mol and a molecular formula of C10H19NO4S2. It is a solid compound. It is soluble in organic solvents such as DMSO. For storage, it is recommended to keep the powder at -20°C. Detailed pharmacokinetic properties are not relevant as the compound is a linker, not a therapeutic agent. As a research chemical, its stability is maintained by proper storage as a dry powder.
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| Toxicity/Toxicokinetics |
Boc-NH-ethyl-SS-propionic acid is considered to have low toxicity, consistent with other PEG-based linkers. The compound is classified as a research reagent, and standard laboratory safety precautions should be followed when handling it. Its toxicity profile has not been extensively studied, but due to its intended use and chemical class, it is not expected to be acutely toxic. As with all chemicals, it should be handled with appropriate personal protective equipment in a well-ventilated area.
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| References | |
| Additional Infomation |
Boc-NH-ethyl-SS-propionic acid is a research-use-only reagent and is not a drug, nor is it approved for any clinical or therapeutic use. It is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). It contains a Boc protective group, an NH-ethyl spacer, and an SS-propionic acid moiety with a disulfide bond. The disulfide bond facilitates site-specific conjugation and controlled drug release. The Boc-protected amine provides a handle for deprotection and subsequent conjugation. It is a valuable tool for medicinal chemists working on targeted drug delivery and bioconjugation.
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| Molecular Formula |
C10H19NO4S2
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|---|---|
| Molecular Weight |
281.392
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| Exact Mass |
281.075
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| CAS # |
485800-27-9
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| PubChem CID |
53386354
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| Appearance |
White to off-white solid powder
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| LogP |
1.1
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
9
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| Heavy Atom Count |
17
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| Complexity |
253
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CC(C)(OC(NCCSSCCC(O)=O)=O)C
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| InChi Key |
CIJZYVBXQKYUFA-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C10H19NO4S2/c1-10(2,3)15-9(14)11-5-7-17-16-6-4-8(12)13/h4-7H2,1-3H3,(H,11,14)(H,12,13)
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| Chemical Name |
3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyldisulfanyl]propanoic acid
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.5538 mL | 17.7689 mL | 35.5379 mL | |
| 5 mM | 0.7108 mL | 3.5538 mL | 7.1076 mL | |
| 10 mM | 0.3554 mL | 1.7769 mL | 3.5538 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.
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