Electrochemiluminescence Bioassays with a Water-Soluble Luminol Derivative Can Outperform Fluorescence Assays.

The most efficient and commonly used electrochemiluminescence (ECL) emitters are luminol, [Ru(bpy)3 ]2+ , and derivatives thereof. Luminol stands out due to its low excitation potential, but applications are limited by its insolubility under physiological conditions. The water-soluble m-carboxy luminol was synthesized in 15 % yield and exhibited high solubility under physiological conditions and afforded a four-fold ECL signal increase (vs. luminol). Entrapment in DNA-tagged liposomes enabled a DNA assay with a detection limit of 3.2 pmol L-1 , which is 150 times lower than the corresponding fluorescence approach. This remarkable sensitivity gain and the low excitation potential establish m-carboxy luminol as a superior ECL probe with direct relevance to chemiluminescence and enzymatic bioanalytical approaches.

[1]  R A Durst,et al.  Detection of viable Cryptosporidium parvum using DNA-modified liposomes in a microfluidic chip. , 2001, Analytical chemistry.

[2]  A. Baeumner,et al.  Biosensor for dengue virus detection: sensitive, rapid, and serotype specific. , 2002, Analytical chemistry.

[3]  R A Durst,et al.  Detection of viable oocysts of Cryptosporidium parvum following nucleic acid sequence based amplification. , 2001, Analytical chemistry.

[4]  Antje J. Baeumner,et al.  A review of electrochemiluminescence (ECL) in and for microfluidic analytical devices , 2015, Analytical and Bioanalytical Chemistry.

[5]  Antje J Baeumner,et al.  Ganglioside-liposome immunoassay for the ultrasensitive detection of cholera toxin. , 2003, Analytical chemistry.

[6]  R. Schmid,et al.  Liposome-based immunosensors. 1. Influence of hapten spacer length on liposome binding efficiency , 1996 .

[7]  Antje J. Baeumner,et al.  Characterization and Optimization of Interdigitated Ultramicroelectrode Arrays as Electrochemical Biosensor Transducers , 2004 .

[8]  Bi-functionalized aptasensor for ultrasensitive detection of thrombin. , 2015, Talanta.

[9]  K. Ratanabanangkoon,et al.  Luminol encapsulated liposome as a signal generator for the detection of specific antigen-antibody reactions and nucleotide hybridization. , 2010, Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.

[10]  J. Santiago,et al.  Increasing hybridization rate and sensitivity of bead-based assays using isotachophoresis. , 2014, Angewandte Chemie.

[11]  A. Baeumner,et al.  Liposomes with High Refractive Index Encapsulants as Tunable Signal Amplification Tools in Surface Plasmon Resonance Spectroscopy. , 2015, Analytical chemistry.

[12]  A. Baeumner,et al.  RNA biosensor for the rapid detection of viable Escherichia coli in drinking water. , 2003, Biosensors & bioelectronics.

[13]  A. Baeumner,et al.  Investigating non-specific binding to chemically engineered sensor surfaces using liposomes as models. , 2016, The Analyst.

[14]  Antje J. Baeumner,et al.  Biosensors for the detection of waterborne pathogens , 2011, Analytical and Bioanalytical Chemistry.

[15]  A. Baeumner,et al.  Universal liposomes: preparation and usage for the detection of mRNA , 2008, Analytical and bioanalytical chemistry.

[16]  Antje J Baeumner,et al.  Liposomes in analyses. , 2006, Talanta.

[17]  Antje J Baeumner,et al.  Biosensor for the specific detection of a single viable B. anthracis spore , 2003, Analytical and bioanalytical chemistry.

[18]  A. Baeumner,et al.  Rapid and sensitive inhibition-based assay for the electrochemical detection of Ochratoxin A and Aflatoxin M1 in red wine and milk , 2017 .

[19]  Antje J Baeumner,et al.  Biosensors for environmental pollutants and food contaminants , 2003, Analytical and bioanalytical chemistry.

[20]  M. Prato,et al.  Amine-Rich Nitrogen-Doped Carbon Nanodots as a Platform for Self-Enhancing Electrochemiluminescence. , 2017, Angewandte Chemie.

[21]  Antje J Baeumner,et al.  Miniaturized bioanalytical systems: enhanced performance through liposomes. , 2012, Current opinion in chemical biology.

[22]  R D Schmid,et al.  Development of a new immunosensor for pesticide detection: a disposable system with liposome-enhancement and amperometric detection. , 1998, Biosensors & bioelectronics.

[23]  Antje J. Baeumner,et al.  Human pathogenic Cryptosporidium species bioanalytical detection method with single oocyst detection capability , 2008, Analytical and bioanalytical chemistry.

[24]  Antje J. Baeumner,et al.  Passive Mixing Capabilities of Micro- and Nanofibres When Used in Microfluidic Systems , 2016, Sensors.

[25]  Lingling Li,et al.  Nanomaterials-based sensitive electrochemiluminescence biosensing , 2017 .

[26]  Natinan Bunyakul,et al.  Combining Electrochemical Sensors with Miniaturized Sample Preparation for Rapid Detection in Clinical Samples , 2014, Sensors.

[27]  R A Durst,et al.  Detection of Cryptosporidium parvum using oligonucleotide-tagged liposomes in a competitive assay format. , 2001, Analytical chemistry.

[28]  A. Baeumner,et al.  A microfluidic biosensor based on nucleic acid sequence recognition , 2003, Analytical and bioanalytical chemistry.

[29]  James F Rusling,et al.  Automated multiplexed ECL Immunoarrays for cancer biomarker proteins. , 2015, Analytical chemistry.

[30]  Y. Nitzan,et al.  Intracellular Antimicrobial Photodynamic Therapy: A Novel Technique for Efficient Eradication of Pathogenic Bacteria , 2010, Photochemistry and photobiology.

[31]  Frank Wise,et al.  Development of a laser-induced cell lysis system , 2002, Analytical and bioanalytical chemistry.

[32]  A. Baeumner,et al.  Particle-Size-Dependent Förster Resonance Energy Transfer from Upconversion Nanoparticles to Organic Dyes. , 2017, Analytical chemistry.

[33]  V. Torchilin,et al.  New Developments in Liposomal Drug Delivery. , 2015, Chemical reviews.

[34]  H. Neumann,et al.  On the Photophysical Properties of New Luminol Derivatives and their Synthetic Phthalimide Precursors , 2010, Journal of Fluorescence.

[35]  Christa Genslein,et al.  Detection of small molecules with surface plasmon resonance by synergistic plasmonic effects of nanostructured surfaces and graphene , 2017, BiOS.

[36]  A. Baeumner,et al.  Superior performance of liposomes over enzymatic amplification in a high-throughput assay for myoglobin in human serum , 2013, Analytical and Bioanalytical Chemistry.

[37]  Antje J Baeumner,et al.  Biologically inspired nanofibers for use in translational bioanalytical systems. , 2014, Annual review of analytical chemistry.

[38]  A. Baeumner,et al.  Engineering liposomes as detection reagents for CD4+ T-cells , 2012 .

[39]  A. Baeumner,et al.  Developing new materials for paper-based diagnostics using electrospun nanofibers , 2014, Analytical and Bioanalytical Chemistry.

[40]  Jianmin Wu,et al.  Image-contrast technology based on the electrochemiluminescence of porous silicon and its application in fingerprint visualization. , 2014, Angewandte Chemie.

[41]  Allen J. Bard,et al.  Electrogenerated chemiluminescence. IX. Electrochemistry and emission from systems containing tris(2,2'-bipyridine)ruthenium(II) dichloride , 1972 .

[42]  Werasak Surareungchai,et al.  Multi-channel PMMA microfluidic biosensor with integrated IDUAs for electrochemical detection , 2013, Analytical and Bioanalytical Chemistry.

[43]  C. Cremisini,et al.  Dipstick immunoassay format for atrazine and terbuthylazine analysis in water samples , 1998 .

[44]  E. H. White,et al.  Energy transfer involving derivatives of luminol , 1972 .

[45]  A. Baeumner,et al.  The Micro- Total Analytical System for the Detection of Bacteria/Viruses , 2003 .

[46]  A. Baeumner,et al.  A Novel Three‐Electrode System Fabricated on Polymethyl Methacrylate for On‐Chip Electrochemical Detection , 2012 .

[47]  A. Baeumner,et al.  Enhancement of heterogeneous assays using fluorescent magnetic liposomes. , 2014, Analytical chemistry.

[48]  A. Baeumner,et al.  Periplasmic binding protein-based detection of maltose using liposomes: a new class of biorecognition elements in competitive assays. , 2013, Analytical chemistry.

[49]  Yan Du,et al.  Coupling Sensitive Nucleic Acid Amplification with Commercial Pregnancy Test Strips. , 2017, Angewandte Chemie.

[50]  Thomas Hirsch,et al.  Nanomaterials as versatile tools for signal amplification in (bio)analytical applications , 2016 .

[51]  A. Baeumner,et al.  Recent progress in the design of nanofiber-based biosensing devices. , 2012, Lab on a chip.

[52]  R. Pérez-Ruíz,et al.  Steric Enhancement of the Chemiluminescence of Luminols. , 2015, Chemistry.

[53]  R. Durst Chemically modified electrodes: Recommended terminology and definitions (IUPAC Recommendations 1997) , 1997 .

[54]  David H Gracias,et al.  Mechanical Trap Surface-Enhanced Raman Spectroscopy for Three-Dimensional Surface Molecular Imaging of Single Live Cells. , 2017, Angewandte Chemie.

[55]  A. Baeumner,et al.  Isolation and amplification of mRNA within a simple microfluidic lab on a chip. , 2014, Analytical chemistry.

[56]  H. Akhavan-Tafti,et al.  Comparison Between Acridan Ester, Luminol, and Ruthenium Chelate Electrochemiluminescence , 2001 .

[57]  Guobao Xu,et al.  Applications and trends in electrochemiluminescence. , 2010, Chemical Society reviews.

[58]  Newton Harvey,et al.  Luminescence during Electrolysis , 1928 .

[59]  Antje J Baeumner,et al.  Optimization of DNA-tagged liposomes for use in microtiter plate analyses , 2006, Analytical and bioanalytical chemistry.

[60]  A. Baeumner,et al.  A photonic crystal based sensing scheme for acetylcholine and acetylcholinesterase inhibitors. , 2015, Journal of materials chemistry. B.

[61]  A. Baeumner,et al.  Highly sensitive and specific detection of viable Escherichia coli in drinking water. , 2002, Analytical biochemistry.

[62]  Antje J. Baeumner,et al.  Functionalized electrospun poly(vinyl alcohol) nanofibers for on-chip concentration of E. coli cells , 2015, Analytical and Bioanalytical Chemistry.

[63]  Daehwan Cho,et al.  Functionalized electrospun nanofibers as bioseparators in microfluidic systems. , 2012, Lab on a chip.