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  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 3. Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer?
  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 4. Fe(iii)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines Pyrrolidine-2-ones
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines Pyrrolidones Pyrrolidine-2-ones

N-Succinimidyloxycarbonylundecyl Methanethiosulfonate (CAS 887407-54-7): A Comprehensive Overview

N-Succinimidyloxycarbonylundecyl Methanethiosulfonate (CAS 887407-54-7) is a specialized chemical compound widely utilized in bioconjugation and protein modification research. This succinimidyl ester derivative is particularly valued for its ability to introduce thiol-reactive groups into biomolecules, making it indispensable in modern biochemical applications. The compound's unique structure combines an N-hydroxysuccinimide (NHS) ester with an undecyl spacer and a methanethiosulfonate group, offering precise control over conjugation reactions.

The growing interest in protein labeling techniques and site-specific bioconjugation has positioned N-Succinimidyloxycarbonylundecyl Methanethiosulfonate as a crucial tool in drug development and diagnostic research. Recent advancements in antibody-drug conjugates (ADCs) and targeted therapeutics have further increased demand for this compound, as researchers seek more efficient ways to create stable biomolecular linkages without compromising biological activity.

From a chemical perspective, 887407-54-7 exhibits excellent reactivity with primary amines while maintaining stability in aqueous solutions—a critical feature for biological applications. The undecyl chain provides optimal spacing between conjugated molecules, reducing steric hindrance that could affect molecular interactions. This characteristic makes it particularly useful in surface modification of nanoparticles and biosensor development, where controlled spacing between functional groups is essential for optimal performance.

In the context of current research trends, this compound addresses several challenges in bioconjugation chemistry. The methanethiosulfonate group offers distinct advantages over traditional maleimide chemistry, including improved stability of the resulting thioether bond and reduced susceptibility to retro-Michael reactions. These properties are especially valuable in developing long-circulating therapeutic conjugates and diagnostic probes with extended shelf lives.

The application spectrum of N-Succinimidyloxycarbonylundecyl Methanethiosulfonate continues to expand with innovations in precision medicine and theranostic approaches. Researchers are exploring its use in creating multifunctional nanocarriers that combine targeting, imaging, and therapeutic capabilities. The compound's versatility also makes it valuable for surface plasmon resonance (SPR) studies and protein microarray fabrication, where controlled immobilization of biomolecules is crucial.

Quality considerations for CAS 887407-54-7 include high purity standards and proper storage conditions to maintain reactivity. The compound typically requires protection from moisture and should be stored at recommended temperatures to preserve the NHS ester functionality. These handling requirements reflect the compound's sensitivity while underscoring its importance in achieving reproducible results in sensitive biochemical applications.

Emerging applications in cell surface engineering and artificial extracellular matrix development are creating new opportunities for this compound. Its ability to create stable linkages between synthetic and biological components makes it invaluable for tissue engineering scaffolds and cell-based therapies. The long hydrocarbon spacer contributes to maintaining protein flexibility post-conjugation, a critical factor in preserving biological function.

From a commercial perspective, the market for bioconjugation reagents like N-Succinimidyloxycarbonylundecyl Methanethiosulfonate continues to grow, driven by increasing R&D investment in biologics and personalized medicine. Manufacturers are responding with improved formulations and packaging options to meet diverse research needs while maintaining the compound's critical performance characteristics.

The future outlook for 887407-54-7 appears promising as new technologies emerge in single-molecule imaging and super-resolution microscopy. The compound's ability to create stable, site-specific labels positions it as a key enabler for next-generation imaging probes. Additionally, its potential in proteomics research and protein interaction studies continues to attract scientific interest, particularly for investigating complex biological systems.

For researchers considering N-Succinimidyloxycarbonylundecyl Methanethiosulfonate for their projects, understanding its reaction kinetics and optimal conjugation conditions is essential. The compound typically reacts efficiently at physiological pH ranges, though specific protocols may vary depending on the application. Proper characterization of conjugated products using techniques like mass spectrometry or HPLC analysis ensures successful outcomes in experimental workflows.

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