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(2,5-dioxopyrrolidin-1-yl) 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate

  CAS No.: 853799-72-1   Cat No.: BADC-00691 4.5  

(2,5-dioxopyrrolidin-1-yl) 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate is a linker for antibody-drug-conjugation (ADC).

(2,5-dioxopyrrolidin-1-yl) 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate

Structure of 853799-72-1

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ADC Linker
Molecular Formula
C14H15NO7S
Molecular Weight
341.34
Shipping
Room temperature

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Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCC2COC3=CSC=C3O2
InChI
InChI=1S/C14H15NO7S/c16-12-1-2-13(17)15(12)22-14(18)3-4-19-5-9-6-20-10-7-23-8-11(10)21-9/h7-9H,1-6H2
InChIKey
GIJACQBAFMMOMD-UHFFFAOYSA-N
Shipping
Room temperature

(2,5-Dioxopyrrolidin-1-yl) 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate, often abbreviated as EDOT-NHS, is a compound with a unique structure that offers a variety of applications in different scientific and industrial fields. It possesses an active ester group and an EDOT moiety, making it highly versatile in advanced material science and bioengineering.

One of the primary applications of EDOT-NHS is in the field of organic electronics, specifically in the fabrication of organic conductive polymers. The EDOT moiety is a precursor to poly(3,4-ethylenedioxythiophene) (PEDOT), a highly conductive polymer widely used in organic light-emitting diodes (OLEDs), solar cells, and organic field-effect transistors (OFETs). The presence of the NHS ester allows for facile functionalization of the polymer, which can improve its solubility, processability, and electronic properties. By leveraging this functionalization, researchers can fine-tune the material's characteristics for specific electronic applications, enhancing device performance and longevity.

Another crucial application of EDOT-NHS is in bioengineering, where it is used to create bio-compatible conductive coatings and scaffolds for tissue engineering. The NHS ester reacts readily with amine groups found in proteins and other biomolecules, enabling the immobilization of bioactive compounds onto the surface of conductive polymers. This characteristic is particularly useful for developing electrodes in bioelectronics and biosensors, where a stable interface between the biological environment and the electronic device is essential. Applications in this area include neural interfaces, cardiac monitoring devices, and other biomedical implants, helping to integrate electronic systems with biological tissues seamlessly.

EDOT-NHS also plays a significant role in surface modification techniques, which are essential in various industrial applications. Its ability to conjugate with amine-containing molecules allows it to be used in the functionalization of surfaces, enhancing their properties for specific needs. For instance, in the development of anti-fouling coatings, EDOT-NHS can be utilized to attach anti-microbial agents or hydrophilic polymers to surfaces, such as those of medical devices or marine vessels, to prevent biofilm formation and microbial contamination. This adaptability makes EDOT-NHS a valuable tool in improving the durability and functionality of a wide range of products.

Lastly, EDOT-NHS is extensively used in the synthesis of advanced multi-functional materials. Its unique structure permits the design of materials with tailored properties for specific applications, such as stimuli-responsive polymers and smart materials. These materials can change their properties in response to environmental triggers like temperature, pH, or electric fields. This versatility is leveraged in areas like drug delivery systems, where materials can be engineered to release therapeutic agents in response to specific physiological conditions, or in the creation of self-healing materials that can repair themselves after damage. The diverse functionalities imparted by EDOT-NHS vastly expand the potential applications of these innovative materials.

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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