Halo-DBCO - CAS 1808119-16-5

Halo-DBCO - CAS 1808119-16-5 Catalog number: BADC-01656

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Halo-DBCO is a click chemistry reagent containing dibenzocyclooctyne (DBCO).

Category
ADCs Linker
Product Name
Halo-DBCO
CAS
1808119-16-5
Catalog Number
BADC-01656
Molecular Formula
C29H35ClN2O4
Molecular Weight
511.05

Ordering Information

Catalog Number Size Price Quantity
BADC-01656 -- $-- Inquiry
Description
Halo-DBCO is a click chemistry reagent containing dibenzocyclooctyne (DBCO).
IUPAC Name
4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-N-[2-[2-(6-chlorohexoxy)ethoxy]ethyl]-4-oxobutanamide
Canonical SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCCCCCCl
InChI
InChI=1S/C29H35ClN2O4/c30-17-7-1-2-8-19-35-21-22-36-20-18-31-28(33)15-16-29(34)32-23-26-11-4-3-9-24(26)13-14-25-10-5-6-12-27(25)32/h3-6,9-12H,1-2,7-8,15-23H2,(H,31,33)
InChIKey
IPBMADSLMZUFQN-UHFFFAOYSA-N

Halo-DBCO is a reactive compound commonly used in bioorthogonal chemistry, specifically in click chemistry applications. It consists of a dibenzocyclooctyne (DBCO) group functionalized with a halogen atom, typically chlorine or bromine. The DBCO group is highly reactive towards azide-functionalized molecules, allowing for the selective and efficient formation of covalent bonds without interfering with other biological reactions. This property makes Halo-DBCO ideal for use in the synthesis of bioconjugates, including the development of targeted drug delivery systems, where precision and minimal off-target effects are crucial. By linking therapeutic agents to specific biomolecules, Halo-DBCO enables the creation of highly selective drug conjugates for cancer therapy and other applications.

One of the key applications of Halo-DBCO is in the creation of antibody-drug conjugates (ADCs), where it serves as a linker to attach cytotoxic drugs to antibodies targeting tumor-specific antigens. The DBCO group enables copper-free click chemistry, ensuring that the conjugation process occurs efficiently and with high specificity, without the use of toxic catalysts. Halo-DBCO allows for precise attachment of the cytotoxic payload to the antibody, and the halogen functionality can be used for monitoring or imaging purposes. This makes Halo-DBCO a valuable tool in targeted cancer therapies, where its role in delivering chemotherapy directly to tumor cells can enhance efficacy while reducing side effects in healthy tissues.

Another important application of Halo-DBCO is in chemical biology and proteomics. By using the DBCO group for selective labeling of azide-tagged biomolecules, Halo-DBCO enables the study of protein-protein interactions, enzyme activity, and cellular processes in living systems. The halogen atom in the molecule can also serve as a reporter group, allowing for tracking and visualization of labeled biomolecules via various imaging techniques. This application is particularly useful for studying dynamic biological processes, such as intracellular signaling or the localization of specific proteins within cells, providing valuable insights for drug discovery and disease mechanism research.

Halo-DBCO is also gaining traction in the development of diagnostic tools, particularly in the field of imaging and molecular diagnostics. Its ability to selectively bind to azide-functionalized probes makes it useful for creating bioorthogonal labeling systems that can be used in vivo for tumor detection or tracking disease progression. By conjugating Halo-DBCO to imaging agents, such as fluorescent dyes or radioisotopes, it becomes possible to non-invasively monitor the distribution and accumulation of drugs or diagnostic agents in living organisms. This precision allows for better assessment of therapeutic responses, aiding in the optimization of treatment strategies for personalized medicine.

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

Historical Records: Halo-DBCO
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