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Azidoethyl-SS-ethylamine

  CAS No.: 1807512-40-8   Cat No.: BADC-01000   Purity: >98.0% 4.5  

Azidoethyl-SS-ethylamine is a bifunctional ADC linker featuring azide and amine groups with a cleavable disulfide bond, supporting site-specific conjugation and controlled intracellular drug release.

Azidoethyl-SS-ethylamine

Structure of 1807512-40-8

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Category
ADC Linker
Molecular Formula
C4H10N4S2
Molecular Weight
178.28
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 4 °C

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
2-((2-azidoethyl)disulfanyl)ethan-1-amine; 2-(2-azidoethyldisulfanyl)ethanamine
IUPAC Name
Canonical SMILES
C(CSSCCN=[N+]=[N-])N
InChI
InChI=1S/C4H10N4S2/c5-1-3-9-10-4-2-7-8-6/h1-5H2
InChIKey
OCLWTYKOHAVGIZ-UHFFFAOYSA-N
Solubility
10 mm in DMSO
Appearance
Solid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 4 °C
Form
Solid

Azidoethyl-SS-ethylamine is a versatile compound commonly used in chemical and biological research for various applications. Here are some key applications of Azidoethyl-SS-ethylamine:

Bioconjugation: Azidoethyl-SS-ethylamine is often employed in bioconjugation techniques to link biomolecules such as proteins, peptides, and nucleic acids with other moieties like fluorescent dyes or affinity tags. It achieves this through click chemistry, facilitating efficient and specific covalent bonding under mild conditions. This enables researchers to create highly defined and functionalized biomolecular assemblies for use in diagnostics and therapeutic research.

Chemical Biology: In chemical biology, Azidoethyl-SS-ethylamine serves as a reagent for the synthesis of complex molecules. Its azido functional group is pivotal for click reactions, allowing for the construction of diverse compound libraries. These libraries are essential for screening potential drug candidates and studying biological interactions at a molecular level.

Proteomic Studies: Azidoethyl-SS-ethylamine is valuable in proteomic research for the labeling and identification of proteins. By tagging proteins with an azido group, researchers can employ click chemistry to attach reporter molecules that facilitate detection and quantification. This application is crucial for mapping protein interactions and elucidating cellular pathways.

Drug Delivery: Azidoethyl-SS-ethylamine can be used in the development of drug delivery systems. Its reactive groups allow for the creation of targeted delivery vectors such as nanoparticles or liposomes, which can specifically bind to diseased cells or tissues. This targeted approach enhances efficacy and reduces the side effects of therapeutic agents.

What is the function of Azidoethyl-SS-ethylamine in ADCs?

Azidoethyl-SS-ethylamine is a bifunctional linker with an azide group and a primary amine, enabling conjugation to antibodies and payloads. It facilitates bioorthogonal click chemistry while allowing attachment to protein amines, supporting modular ADC design.

7/2/2020

We would like to know how Azidoethyl-SS-ethylamine should be stored.

It should be stored at -20°C under inert atmosphere and protected from moisture. Proper storage maintains its reactivity and prevents decomposition of the disulfide or azide moieties, ensuring reliable conjugation results.

9/3/2019

We would like to know which conjugation reactions are suitable for Azidoethyl-SS-ethylamine.

Azidoethyl-SS-ethylamine can participate in amine-reactive coupling and azide-alkyne click reactions. The disulfide bond allows for reducible linkers, providing controlled intracellular payload release in ADC applications.

4/8/2019

Dear Sir, is Azidoethyl-SS-ethylamine suitable for in vivo ADC studies?

Yes, its design supports targeted payload delivery in preclinical models. The disulfide bond is stable in plasma but cleavable in the reducing intracellular environment, ensuring efficient cytotoxic release at target cells.

26/9/2018

Dear BOC Sciences, what are the storage and handling guidelines for Azidoethyl-SS-ethylamine to maintain linker stability?

Azidoethyl-SS-ethylamine should be stored at -20°C in an inert, dry environment. Avoid exposure to moisture and repeated freeze-thaw cycles. Use of sealed aliquots is recommended to maintain the reducing disulfide linkage, ensuring reliable performance in conjugation and linker cleavage applications.

2/11/2020

— Dr. Oliver Brown, Senior Scientist (UK)

Azidoethyl-SS-ethylamine performed reliably for our reduction-sensitive linker conjugations.

4/8/2019

— Ms. Clara Weber, Biochemist (Germany)

High reproducibility across multiple batches allowed smooth workflow integration.

2/11/2020

— Dr. Ethan Parker, Medicinal Chemist (USA)

The reagent offered excellent solubility and stability for complex syntheses.

26/9/2018

— Dr. Sophie Moreau, Senior Scientist (France)

Integration into our ADC designs was straightforward and efficient.

7/2/2020

— Dr. Lucas Meyer, Chemist (Germany)

Azidoethyl-SS-ethylamine facilitated innovative disulfide linker designs improving ADC performance.

— Prof. Markus Schneider, Medicinal Chemist (Germany)

BOC Sciences’ Azidoethyl-SS-ethylamine allowed efficient incorporation of cleavable azide linkers in our ADC constructs. Product purity was excellent.

9/3/2019

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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