194357-64-7

Usage

Uses

Used in Clinical Diagnostics Industry:
NSP-DMAE-NHS is used as a luminescent label for high-sensitivity detection in clinical diagnostics, particularly in automated immunochemical analyzers.
Used in Automated Immunochemical Analyzers:
In automated immunochemical analyzers such as Siemens Healthcare Diagnostics' ADVIA Centaur systems, NSP-DMAE-NHS is used as a chemiluminescent label to enable sensitive and accurate detection of various biomarkers and analytes in clinical samples. Its strong light emission and hydrophilic nature make it an ideal choice for these analyzers, ensuring reliable and efficient diagnostic results.

Upstream product

• 946423-58-1 2',6'-dimethyl-4'-carboxyphenyl-10-sulfopropylacridinium-9-carboxylate 
• 105832-38-0 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 
• 1120-71-4 1,3-propanesultone 
• 115853-72-0 2',6'-dimethyl-4'-N-succinimidyloxycarbonylphenyl acridine-9-carboxylate 

Downstream Products

• 1307864-37-4 C₃₅H₄₄N₄O₉S₂ 
• 1307864-26-1 C₃₆H₄₆N₄O₉S₂ 
• 1307864-42-1 C₃₆H₄₄N₄O₈S 
• 1307864-39-6 NSP-DMAE-Z₂-NHS 
• 1307864-38-5 C₄₀H₅₀N₄O₁₂S₂ 
• 1307864-28-3 NSP-DMAE-Z-NHS 
• 1307864-27-2 C₄₁H₅₂N₄O₁₂S₂ 
• 1307864-43-2 NSP-DMAE-ZCB-NHS 

Relevant academic research and scientific papers

Facile N-alkylation of acridine esters with 1,3-propane sultone in ionic liquids

Hydrophilic chemiluminescent acridinium esters containing N-sulfopropyl groups are extremely useful labels in the clinical diagnostics industry. The synthesis of these labels is normally accomplished by N-alkylation of the acridine ester precursors with the carcinogenic reagent 1,3-propane sultone in neat reactions where the alkylating reagent also serves as the solvent. Product yields are often poor, the reactions are not reproducible and are also difficult to scale-up. In our efforts to develop a greener and a more efficient synthesis of N-sulfopropyl acridinium esters, we have discovered that commonly used room temperature ionic liquids such as [BMIM][BF4] and [BMIM][PF 6] are excellent media for the N-alkylation of poorly reactive acridine esters with 1,3-propane sultone. Advantages include a significant reduction in the amount of toxic 1,3-propane sultone needed for good conversion to product, and minimal formation of polysulfonated products. The alkylation reaction in ionic liquids is amenable to scale-up for the synthesis of gram quantities of hydrophilic, chemiluminescent acridinium esters. The Royal Society of Chemistry.

ZWITTERION-CONTAINING ACRIDINIUM COMPOUNDS

Hydrophilic, chemiluminescent acridinium compounds containing zwitterions are disclosed. These acridinium compounds, when used as chemiluminescent labels in immunochemistry assays and the like, exhibit decreased non-specific binding to solid phases and provide increased assay sensitivity.

Effect of surfactants on the chemiluminescence of acridinium dimethylphenyl ester labels and their conjugates

Chemiluminescent acridinium dimethylphenyl esters, containing two methyl groups flanking the phenolic ester bond, display excellent chemiluminescence stability and are used as labels in automated immunoassays for clinical diagnostics. Light emission from these labels is triggered with alkaline peroxide in the presence of the cationic surfactant cetyltrimethylammonium chloride. Under these conditions, light emission is rapid and is complete in 5 s. In the present study we examined the effect of various surfactants on light emission from acridinium dimethylphenyl ester labels and their conjugates containing hydrophilic linkers derived either from hexa(ethylene)glycol or a sulfobetaine zwitterion. Sulfobetaine zwitterions are very polar and incorporation of these functional groups in acridinium dimethyphenyl esters and their conjugates represents a new approach to improving the aqueous solubility of these chemiluminescent labels. Our results indicate that in general, surfactants affect light emission from these labels and their conjugates by two discrete mechanisms. Cationic surfactants, but not anionic or non-ionic surfactants, accelerate overall light emission kinetics and a more modest effect is observed with zwitterionic surfactants. Surfactants also enhance total light output and the magnitude of this enhancement is maximal for cationic surfactants and a sulfobetaine zwitterionic surfactant. These observations are the first to clearly delineate the role of the surfactant on the chemiluminescence reaction pathway of acridinium esters and can be rationalized based on known effects of surfactant aggregates on bimolecular and unimolecular reactions. The Royal Society of Chemistry 2011.

FACILE N-ALKYLATION OF ACRIDINE COMPOUNDS IN IONIC LIQUIDS

A method is provided for N-alkylation of acridine compounds, typically with a 1,3- propane sultone alkylating reagent, in ionic liquid solvents to provide the corresponding acridinium compounds in high yeild.