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DACN(Tos,Mal)

  CAS No.: 2411082-28-3   Cat No.: BADC-01852 4.5  

DACN(Tos,Mal) is a maleimide-functionalized ADC linker featuring tosylate groups for versatile site-specific conjugation, improving antibody-drug conjugate stability and selective drug delivery.

DACN(Tos,Mal)

Structure of 2411082-28-3

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ADC Linker
Molecular Formula
C22H25N3O5S
Molecular Weight
443.52

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

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Popular Publications Citing BOC Sciences Products
IUPAC Name
1-[4-[5-(4-methylphenyl)sulfonyl-1,5-diazacyclonon-7-yn-1-yl]-4-oxobutyl]pyrrole-2,5-dione
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)N2CCCN(CC#CC2)C(=O)CCCN3C(=O)C=CC3=O
InChI
InChI=1S/C22H25N3O5S/c1-18-7-9-19(10-8-18)31(29,30)24-15-3-2-13-23(14-5-16-24)20(26)6-4-17-25-21(27)11-12-22(25)28/h7-12H,4-6,13-17H2,1H3
InChIKey
KDWOODHHRYVLSK-UHFFFAOYSA-N

DACN (Tos Mal), a dual-acting compound comprising tosyl and malonyl groups, holds multifaceted applications in various bioscience domains. Here are four pivotal applications of DACN (Tos Mal):

Bioconjugation: Utilizing DACN (Tos Mal) as a pivotal linker in bioconjugation methodologies enables the attachment of biomolecules, such as proteins and antibodies, to diverse surfaces or molecules. This process engenders multifunctional complexes essential in diagnostics, therapeutics, and biosensors. The dual functionality of DACN (Tos Mal) facilitates selective and robust conjugation, elevating the effectiveness of the resultant bioconjugates.

Chemical Synthesis: Bridging the gaps in synthetic organic chemistry, DACN (Tos Mal) serves as a dynamic intermediate crucial for forging various carbon-carbon and carbon-heteroatom bonds via nucleophilic substitution and condensation reactions. This versatility streamlines the synthesis of an array of chemical entities, spanning from pharmaceuticals to agrochemicals.

Polymer Chemistry: Navigating the intricacies of polymer science, DACN (Tos Mal) emerges as a potent tool in the design and synthesis of functional polymers. Its reactive groups can orchestrate polymerization initiation or be seamlessly integrated into polymer frameworks to imbue bespoke functional properties. This application is instrumental in sculpting advanced materials with customized functionalities, drafted for applications in coatings, adhesives, and biomedical devices.

Drug Delivery Systems: Spearheading the frontier of targeted drug delivery systems, DACN (Tos Mal) plays a pivotal role in enhancing therapeutic precision. By conjugating DACN to drug compounds or carrier vehicles like nanoparticles, researchers can orchestrate site-specific drug release, thereby amplifying therapeutic efficacy. This innovative approach tackles challenges pertaining to drug solubility, stability, and regulated release, redefining the landscape of drug delivery mechanisms.

What is DACN(Tos,Mal) used for in ADCs?

DACN(Tos,Mal) is a dual-functional linker containing a maleimide for cysteine conjugation and a tosyl group for further functionalization. It is applied in ADCs to achieve selective attachment of cytotoxic payloads to reduced antibody thiols.

7/8/2019

Dear BOC Sciences, how does DACN(Tos,Mal) react with antibodies?

The maleimide group reacts rapidly and selectively with thiol groups on cysteine residues of antibodies, forming stable thioether bonds. The tosyl group can be modified for additional chemical functionality if needed.

22/8/2021

Dear BOC Sciences, what stability characteristics are expected for DACN(Tos,Mal) conjugates?

Conjugates formed via DACN(Tos,Mal) maleimide-thiol chemistry exhibit high in vivo stability under physiological conditions, minimizing premature payload release while maintaining antibody integrity.

13/12/2017

Dear team, can DACN(Tos,Mal) be used for site-specific conjugation?

Yes, by reducing specific interchain disulfide bonds, DACN(Tos,Mal) enables site-selective attachment, producing homogeneous ADCs with defined drug-to-antibody ratios.

28/9/2020

Dear team, what analytical documentation and testing support are available for DACN(Tos,Mal)?

For DACN(Tos,Mal), standard analytical documentation includes NMR and mass spectrometry data, as well as HPLC traces to confirm identity and structural integrity. Certificates of analysis can be provided on request. Routine quality control ensures batch-to-batch consistency and suitability for conjugation applications.

12/3/2017

— Dr. Michael Brown, Protein Chemist (USA)

DACN(Tos,Mal) linker enabled dual-functional conjugation with minimal side reactions.

13/12/2017

— Prof. Isabelle Dupont, Biochemist (France)

Batch-to-batch consistency and high purity of DACN(Tos,Mal) allowed reliable ADC synthesis.

12/3/2017

— Dr. Thomas Keller, ADC Developer (Germany)

BOC Sciences delivered DACN(Tos,Mal) on time with excellent documentation.

28/9/2020

— Ms. Rachel Evans, Research Scientist (UK)

The linker’s dual functionality improved our payload attachment efficiency and flexibility.

7/8/2019

— Dr. Sofia Lindberg, Medicinal Chemist (Sweden)

Using DACN(Tos,Mal), we achieved reproducible conjugation and stable ADC constructs.

— Mr. Alex Johnson, Bioconjugation Analyst (Canada)

Excellent support and high-quality DACN(Tos,Mal) accelerated our ADC development timeline.

22/8/2021

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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