Benzenesulfonamide

Manufactured by Merck Group

Benzenesulfonamide is a laboratory chemical compound used as a precursor in the synthesis of various pharmaceutical and agrochemical products. It is a crystalline solid with a distinctive aroma. Benzenesulfonamide serves as a building block in the preparation of other chemical substances, but its specific applications and intended uses are not provided in this factual description.

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Lab products found in correlation

Rapid equilibrium dialysis device, by Thermo Fisher Scientific (2 mentions) 3 cc oasis hlb solid phase extraction cartridge, by Waters Corporation (2 mentions) 4 hydroxybenzenesulfonamide, by Merck Group (2 mentions) Ultima gold liquid scintillation cocktail, by PerkinElmer (2 mentions) Soluene 350, by PerkinElmer (2 mentions) Acetazolamide, by Merck Group (2 mentions) Carbonic anhydrase, by Merck Group (1 mentions) Ethoxzolamide, by Merck Group (1 mentions) Lysozyme from chicken egg white, by Merck Group (1 mentions) Fisher s finest premium grade, by Thermo Fisher Scientific (1 mentions) Carbonic anhydrase 2, by Merck Group (1 mentions) Sulfanilamide, by Merck Group (1 mentions) Tau 5, by Thermo Fisher Scientific (1 mentions) Bay 876, by Merck Group (1 mentions) Furosemide, by Merck Group (1 mentions)

5 protocols using benzenesulfonamide

NBBS Compound Characterization and Purification

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NBBS was obtained from Ivy Fine Chemicals (CAS RN 3622–84-2; Lot IF10505; Cherry Hill, NJ). Identity of NBBS was confirmed by ¹H and ¹³C NMR and mass spectrometry (MS) and the purity (>99.9%) was determined by gas chromatography-with flame ionization detection. [¹⁴C]-labeled NBBS ([¹⁴C]NBBS) (uniformly ring labelled, 12.1 mCi, 0.19 mCi/mg in ethanol) was obtained from MRIGlobal (Kansas City, MO) and was stored at −20 °C. The radiochemical purity was determined to be >96% by high performance liquid chromatography (HPLC) methods 1 or 2 given below. A radiochemical purity of >94% was maintained throughout the studies by purifying the material using a 3-cc Oasis® HLB solid phase extraction cartridge (Waters, Milford, MA).
Ultima Gold™ liquid scintillation cocktail and Soluene®−350 were purchased from PerkinElmer Life and Analytical Sciences (Waltham, MA). Potential NBBS metabolites, benzenesulfonamide and 4-hydroxybenzenesulfonamide, β-Glucuronidase (from E. coli), sulfatase (from Aerobacter aerogenes), acylase (Type I, porcine kidney) were from Sigma-Aldrich (St. Louis, MO). Rapid Equilibrium Dialysis (RED) devices were from Thermo Scientific (Waltham, MA). All other reagents were obtained from commercial sources.

Waidyanatha S., Black S.R., Patel P.R., Rider C.V., Watson S.L., Snyder R.W, & Fennell T.R. (2019). Disposition and metabolism of N-butylbenzenesulfonamide in Sprague Dawley rats and B6C3F1/N mice and in vitro in hepatocytes from rats, mice, and humans. Toxicology letters, 319, 225-236.

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Carbonic Anhydrase I Binding Kinetics

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Human carbonic anhydrase I was purchased from Sigma-Aldrich (St. Louis, MO), filtered using a 10K spin filter (EMD Millipore), buffer exchanged into 200 µM ammonium acetate to reduce residual sodium contamination, and brought to a final concentration of 10 µM. Benzenesulfonamide, ethoxzolamide, acetazolamide, and 4-carboxyBenzenesulfonamide were purchased from Sigma-Aldrich (St. Louis MO) and mixed with the carbonic anhydrase in multiple ratios to determine the binding efficiency of each. Each mixture was analyzed with a home-built ion mobility spectrometry (IMS)/MS instrument and data were collected from m/z 200 to 14 000. To calculate the K_D of the protein/ligand complexes studied, the following equation was utilized, where I(P·L) is the intensity of the protein/ligand complex, I(P) is the intensity of the protein alone, [P]₀ is the initial protein concentration, and [L]₀ is the initial ligand concentration.²⁰

\frac{I (P \cdot L)}{I (P)} = \frac{1}{2} (- 1 - \frac{{[P]}_{0} - {[L]}_{0}}{K_{D}} + \sqrt{4 \frac{{[L]}_{0}}{K_{D}} + {(\frac{{[L]}_{0} - {[P]}_{0}}{K_{D}} - 1)}^{2}})

Orton D.J., Tfaily M.M., Moore R.J., LaMarche B.L., Zheng X., Fillmore T.L., Chu R.K., Weitz K.K., Monroe M.E., Kelly R.T., Smith R.D, & Baker E.S. (2017). A Customizable Flow Injection System for Automated, High Throughput, and Time Sensitive Ion Mobility Spectrometry and Mass Spectrometry Measurements. Analytical chemistry, 90(1), 737-744.

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NBBS Synthesis and Characterization

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NBBS was obtained from Ivy Fine Chemicals (CAS RN 3622-84-2; Lot IF10505; Cherry Hill, NJ). Identity of NBBS was confirmed by ¹H and ¹³C NMR and mass spectrometry (MS) and the purity (>99.9%) was determined by gas chromatography-with flame ionization detection. [¹⁴C]-labeled NBBS ([¹⁴C]NBBS) (uniformly ring labelled, 12.1 mCi, 0.19 mCi/mg in ethanol) was obtained from MRIGlobal (Kansas City, MO) and was stored at −20 °C. The radiochemical purity was determined to be >96% by high performance liquid chromatography (HPLC) methods 1 or 2 given below. A radiochemical purity of >94% was maintained throughout the studies by purifying the material using a 3-cc Oasis® HLB solid phase extraction cartridge (Waters, Milford, MA).
Ultima Gold™ liquid scintillation cocktail and Soluene®-350 were purchased from PerkinElmer Life and Analytical Sciences (Waltham, MA). Potential NBBS metabolites, benzenesulfonamide and 4-hydroxybenzenesulfonamide, β-Glucuronidase (from E. coli), sulfatase (from Aerobacter aerogenes), acylase (Type I, porcine kidney) were from Sigma-Aldrich (St. Louis, MO). Rapid Equilibrium Dialysis (RED) devices were from Thermo Scientific (Waltham, MA). All other reagents were obtained from commercial sources.

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Synthesis and Characterization of Oligomers

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The nematic LC 4-cyano-4’-pentylbiphenyl (5CB), manufactured by BDH, was purchased from EM Industries (Hawthorne, NY). Phosphate buffer saline (PBS), bovine serum albumin (BSA), lysozyme from chicken egg white, carbonic anhydrase II, 6-ethoxy-2-benzothiazolesulfonamide (ethox), and benzenesulfonamide were obtained from Sigma-Aldrich (Milwaukee, WI). Dimethyloctadecyl-[3-(trimethoxylsilyl)propyl]-ammonium chloride (DMOAP) was obtained from Acros Organics. Glass microscope slides were Fisher’s Finest Premium Grade obtained from Fisher (Pittsburgh, PA). Gold-coated transmission electron microscopy (TEM) grids (18 μm in thickness, 280 μm in grid spacing and 60 μm bar width) were obtained from Electron Microscopy Sciences (Fort Washington, PA). The synthetic procedures used to prepare the oligomers used in our study (H-monomer, H-dimer, H-trimer, CH₃-monomer, CH₃-dimer, and CH₃-trimer, Figure 1) are provided in the Supporting Information (See Scheme S1 to S4).

Park C.S., Iwabata K., Sridhar U., Tsuei M., Singh K., Kim Y.K., Thayumanavan S, & Abbott N.L. (2020). A New Strategy for Reporting Specific Protein Binding Events at Aqueous-Liquid Crystal Interfaces in the Presence of Non-Specific Proteins. ACS applied materials & interfaces, 12(7), 7869-7878.

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Purification and Characterization of Tau Proteins

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Carbonic Anhydrase II from bovine erythrocytes (bCA-II, cat# C2522) and bCA-II inhibitors acetazolamide, furosemide, sulfanilamide, and benzenesulfonamide were purchased from Sigma Aldrich. His₉-tagged glucose transporter 1 (GLUT1) was obtained from Crelux GmbH (Martinsried, Germany). GLUT1 inhibitor BAY-876 was purchased from Sigma Aldrich. Anti-Tau antibody Tau5 was purchased from Invitrogen, Thermo Fisher Scientific.
Tau isoforms 2N4R and 0N3R and shorter fragments tau_221–441 and tau_343–441 were expressed and purified according to previously published procedure.^{29 (link)} Briefly, a two-step cation exchange chromatography was used, followed by a size exclusion step, and desalting into phosphate-buffered saline (PBS) supplemented with argon. The concentration of tau proteins was determined from the absorbance at 205 nm, with absorption coefficients calculated from the protein sequence.^{30 (link)}Chemically synthesized DNA oligonucleotides were obtained from Metabion GmbH (Planegg, Germany). A Cy5-labeled 13-mer including a short poly-T spacer in front of a 10 base-long recognition sequence (sequence 5′ Cy5 TTT GGA CTT CAG G 3′) was designed as target and a complementary 10-mer (sequence 3′ CCT GAA GTC C 5′) as ligand. All other chemicals and reagents used in this study were of the highest available analytic grade.

Langer A., Bartoschik T., Cehlar O., Duhr S., Baaske P, & Streicher W. (2022). A New Spectral Shift-Based Method to Characterize Molecular Interactions. Assay and Drug Development Technologies, 20(2), 83-94.

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