| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
|
||
| 100mg |
|
||
| 250mg |
|
||
| 500mg |
|
||
| Other Sizes |
| Targets |
Fmoc-NH-ethyl-SS-propionic acid does not have a biological target; it is a cleavable linker for bioconjugation. The disulfide bond provides redox-sensitive cleavage, enabling the release of payloads in the reducing environment of target cells. The Fmoc group protects the amine during synthesis and the propionic acid moiety enables coupling reactions.
|
|---|---|
| ln Vitro |
ADC cytotoxins are connected to antibodies through an ADC connector to form ADCs [1].
In vitro activity is not applicable as this is a chemical linker. It is used in the synthesis of antibody-drug conjugates (ADCs). Its utility lies in its cleavable disulfide bond, which enables selective payload release in the intracellular environment. The compound is also used in peptide synthesis. |
| ln Vivo |
In vivo activity is not applicable as this is a chemical linker used for in vitro synthesis. It is not a therapeutic agent. Its applications are in the synthesis of ADCs that are designed to release payloads in target cells. The cleavable disulfide bond is a key feature for targeted drug delivery.
|
| Enzyme Assay |
For non-cellular assays, Fmoc-NH-ethyl-SS-propionic acid is used in chemical conjugation reactions. The carboxylic acid group is activated with coupling reagents to form amide bonds with amines. The Fmoc group is removed with piperidine for subsequent reactions. The disulfide bond can be cleaved under reducing conditions (e.g., DTT or TCEP) to release conjugated payloads.
|
| Cell Assay |
In vitro cellular assays are not applicable as this compound is a chemical linker. It may be used to synthesize ADCs that are later tested in cellular assays for target cell killing, but the linker itself does not have direct cellular activity. The cleavable disulfide bond enables intracellular payload release.
|
| Animal Protocol |
In vivo animal experiments are not applicable as this compound is a chemical linker. It is used in the synthesis of ADCs that may be tested in animal models of cancer. The disulfide bond provides redox-sensitive cleavage, enabling payload release in the tumor microenvironment.
|
| ADME/Pharmacokinetics |
Fmoc-NH-ethyl-SS-propionic acid has a molecular weight of 403.52 and a molecular formula of C₂₀H₂₁NO₄S₂. Purity is typically >95%. The compound is typically stored at -20°C. It is soluble in organic solvents such as DMSO. The disulfide bond is sensitive to reducing conditions.
|
| Toxicity/Toxicokinetics |
Fmoc-NH-ethyl-SS-propionic acid is a chemical reagent and is not intended for therapeutic use. Standard laboratory safety precautions should be followed when handling the compound. Specific toxicity data are limited as it is a research-grade chemical. The compound should be handled in a well-ventilated area with appropriate personal protective equipment.
|
| References |
[1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337.
|
| Additional Infomation |
Fmoc-NH-ethyl-SS-propionic acid is a cleavable ADC linker used in the synthesis of antibody-drug conjugates. The disulfide bond provides redox-sensitive cleavage, enabling payload release in the reducing environment of target cells. The Fmoc group provides orthogonal protection for the amine, suitable for solid-phase peptide synthesis (SPPS). The compound is available from various commercial suppliers.
|
| Molecular Formula |
C20H21NO4S2
|
|---|---|
| Molecular Weight |
403.515043020248
|
| Exact Mass |
403.091
|
| CAS # |
864235-83-6
|
| PubChem CID |
59193443
|
| Appearance |
White to off-white solid powder
|
| LogP |
3.2
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
6
|
| Rotatable Bond Count |
10
|
| Heavy Atom Count |
27
|
| Complexity |
482
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCSSCCC(=O)O
|
| InChi Key |
FXHUKQIBGGQHPZ-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C20H21NO4S2/c22-19(23)9-11-26-27-12-10-21-20(24)25-13-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,18H,9-13H2,(H,21,24)(H,22,23)
|
| Chemical Name |
3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyldisulfanyl]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 |
| 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) |
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
|
|---|---|
| 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 | 2.4782 mL | 12.3910 mL | 24.7819 mL | |
| 5 mM | 0.4956 mL | 2.4782 mL | 4.9564 mL | |
| 10 mM | 0.2478 mL | 1.2391 mL | 2.4782 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
