Product Description
Standard :In-house Standards
AI Product Description
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Bis-PEG2-endo-BCN is a specialized bifunctional reagent designed for advanced bioconjugation and chemical biology applications. Its molecular formula is typically represented as C₂₄H₃₈N₂O₁₀, though exact stoichiometry may vary slightly depending on specific salt forms or hydration states. The compound does not possess a standard CAS number in public registries because it is often a custom-synthesized building block produced by specialty chemical suppliers rather than a bulk commodity with a universal identifier. This molecule serves as a critical linker in the development of antibody-drug conjugates (ADCs), protein labeling, and surface functionalization strategies.
The structure integrates two distinct reactive moieties essential for modern "click" chemistry workflows. One end features an endo-cyclooctyne (endo-BCN) group, which acts as a strain-promoted azide-alkyne cycloaddition (SPAAC) handle. This allows for highly selective, catalyst-free reaction with azide-functionalized biomolecules under physiological conditions, minimizing toxicity to living cells. The other terminus contains a bis(ethylene glycol) or PEG2 spacer, providing hydrophilicity, solubility in aqueous buffers, and reduced non-specific binding. This polyethylene glycol bridge also offers flexibility, ensuring that the attached payload remains accessible to its target receptor without steric hindrance from the carrier molecule.
Primary applications include the site-specific modification of proteins, nucleic acids, and liposomes. Researchers utilize Bis-PEG2-endo-BCN to attach fluorescent probes, cytotoxic drugs, or affinity tags to biological targets with high precision. Its biocompatibility makes it particularly valuable for in vivo imaging, cell tracking studies, and the construction of complex supramolecular assemblies. By facilitating stable triazole linkages upon reaction with azides, this reagent ensures long-term stability of the resulting conjugate within biological environments. It is widely employed in drug discovery pipelines to create tailored therapeutics with improved pharmacokinetic profiles. The use of the BCN moiety eliminates the need for copper catalysts, which are often cytotoxic, thereby enabling live-cell labeling experiments that were previously challenging. Overall, Bis-PEG2-endo-BCN represents a versatile tool for chemists seeking to engineer precise molecular architectures for diagnostic and therapeutic purposes.