Disease relevance of benzenesulfonic acid

• Solid-phase contact assay that uses a lux-marked Nitrosomonas europaea reporter strain to estimate toxicity of bioavailable linear alkylbenzene sulfonate in soil [1].
• Toxic effects of linear alkylbenzene sulfonate on metabolic activity, growth rate, and microcolony formation of Nitrosomonas and Nitrosospira strains [2].
• Linear alkylbenzene sulfonate (LAS) is added to cutting fluid formulations to enhance the performance of metal machining operations, but this surfactant can cause contact dermatitis in workers involved in these operations [3].
• In L5178Y mouse lymphoma cells, benzenesulfonic acid n- and iso-butyl ester and p-toluenesulfonic acid iso-butyl ester did not increase the number of cells containing micronuclei [4].
• The level of this PPT mRNA was enhanced significantly by 60% during colitis in rat induced by trinitro benzene sulphonic acid [5].

High impact information on benzenesulfonic acid

• RESULTS: In vivo CM revealed corneal injury with slight irritants to be restricted to the epithelium, whereas the mild and moderate irritants caused complete epithelial cell loss with increasing anterior stromal damage: DOP < LAS < DTRGT [6].
• Electron spin resonance (ESR) analysis combined with the use of 4-pyridyl-1-oxide-t-butyl nitrone (4-POBN) and dibromonitroso benzenesulfonic acid (DBNBS) as spin-trapping agents was used to characterize free radical generation during the metabolism of the anticancer agent procarbazine [N-isopropyl-a-(2-methylhydrazino)-p-toluamide hydrochloride] [7].
• The microbial biodegradation of simulated graywater, containing 21.5 mg of linear alkylbenzene sulfonate liter-1, was investigated with a continuous-flow bioreactor with 100% biomass recycle [8].
• 1. In insulin-secreting cells the location of the sulphonylurea receptor was examined by use of a sulphonylurea derivative representing the glibenclamide molecule devoid of its cyclohexy moiety (compound III) and a benzenesulphonic acid derivative representing the glibenclamide molecule devoid of its cyclohexylurea moiety (compound IV) [9].
• Complete oxidation of linear alkylbenzene sulfonate by bacterial communities selected from coastal seawater [10].

Chemical compound and disease context of benzenesulfonic acid

• In the present work we have evaluated and compared the acute toxicity of two anionic surfactants, Sodium Dodecyl Sulphate (SDS) and Linear Alkylbenzene Sulphonate (LAS) on the fertilizing capability of gilthead Sparus aurata L. sperm [11].
• To explain this discrepancy, the toxicity of INT and two additional tetrazolium salts, sodium 3'-[1-(phenylamino)-carbonyl]-3,4-tetrazolium]-bis(4-methoxy-6-nitro) benzenesulfonic acid hydrate (XTT) and 5-cyano-2,3-ditolyl tetrazolium chloride (CTC), to bacterial isolates from the aquifer was investigated [12].
• Five teat dip formulations, iodophor (1%), chlorhexidine gluconate (.55%), linear dodecyl benzene sulfonic acid (1.94%), sodium chlorite-lactic acid in a water base, and sodium chlorite-lactic acid in a gel base were tested against Escherichia coli and Klebsiella oxytoca [13].
• The toxicity of two linear alkylbenzene sulfonate (LAS) homologues (C(10) and C(13)) was evaluated in four marine microalgae (Nannochloropsis gaditana, Tetraselmis suecica, Rhodomonas salina, and Isocrysis galbana), using growth inhibition rate and esterase activity (measured by flow cytometry) as endpoints [14].
• Initial steps in the degradation of benzene sulfonic acid, 4-toluene sulfonic acids, and orthanilic acid in Alcaligenes sp. strain O-1 [15].

Biological context of benzenesulfonic acid

• METHODS: Cell proliferation was determined with 3'-[1-[(phenylamino)carbonyl]-3,4-tetrazolium- bis (4-methoxy-6-nitro) benzene-sulfonic acid hydrate (XTT), and the induction of apoptosis was analyzed by TUNEL staining and flow cytometry as well as by measurement of DNA fragmentation, released nucleosomes and caspase-3 activity [16].
• (3) In-stream degradation of LAS was consistent with first order kinetics with a rate constant of 0.05-0.06h(-1) [17].
• Teratology studies of a mixture of tallow alkyl ethoxylate and linear alkylbenzene sulfonate in rats and rabbits [18].
• Based on the known structural similarity of these surfactants to LAS and AE and the ubiquitous nature of the enzymatic systems that are present in biotransformation processes in organisms, it is concluded that bioconcentration of these surfactants to these levels is highly unlikely [19].
• Toxicology studies of linear alkylbenzene sulphonate (LAS) in rhesus monkeys. I. Simultaneous oral and subcutaneous administration for 28 days [20].

Anatomical context of benzenesulfonic acid

• Transport of benzenesulfonic acid derivatives through the rat erythrocyte membrane [21].
• When main ingredients of cleansers, alcohol sulfate (AS) and linear alkylbenzene sulfonate (LAS), were applied to the dorsal skin of pregnant JCL:ICR mice during preimplantation period (days 0-2), significant numbers of embryos collected from the oviducts and uteri on day 3 showed severe deformity or remained at the morula stage [22].
• A colorimetric assay using sodium 3,3'-[1[(phenylamino)carbonyl]3,4- tetrazolium]-bis(4-methoxy-6-nitro) benzene sulfonic acid hydrate (XTT) was adapted to quantitate bactericidal activity of chicken macrophage HD 11 cell line against five Pasteurella multocida strains and an avirulent transposon insertion mutant [23].
• The reactions of chloroplast thylakoid lamellae with the chemical probe p-(diazonium-) benzenesulfonic acid (DABS) in the light have been reinvestigated [24].
• Effect of linear alkylbenzene sulfonate (LAS) on ion transport and intracellular calcium in kidney distal epithelial cells (A6) [25].

Associations of benzenesulfonic acid with other chemical compounds

• HPLC methods have been developed for the quantitation of the principal degradation products (diphenyl-mercury, benzenesulphonic acid and benzenesulphinic acid) and a mechanism is proposed for their formation [26].
• GC/FID and HPLC/MS single ion monitoring methods have been evaluated for the determination of trace levels of methyl, ethyl and isopropyl esters of p-toluenesulfonic acid and methyl, ethyl, isopropyl and n-butyl esters of benzenesulfonic acid in drug substances [27].
• Many of the gene expression changes were found to be induced only by exposure to the allergen, DNBS, and not by exposure to a structurally similar non-allergen, benzenesulfonic acid [28].
• The kinetics of ultimate biodegradation (mineralization to CO2) of linear alkylbenzene sulfonate (LAS) were studied in sludge-amended agricultural soils for a series of pure chain length LAS homologs containing 10 to 14 carbon atoms in the alkyl chain [29].
• Biodegradation of five chemicals (aniline, anthracene, chlornitrophen (CNP), fenitrothion (FNT) and linear alkylbenzene sulphonate (LAS)) by aquatic bacteria in three different types of ponds was determined according to the cultivation method developed by this group [30].

Gene context of benzenesulfonic acid

• Methanesulfonic iso-propyl, sec-butyl and benzenesulfonic acid iso-propyl ester also showed mutagenic potential in strain TA98 [4].
• Solutions of benzenesulfonic acid (BSA) in acrylonitrile in the range 1.02-6.53 mol dm(-3) were studied by FT-Raman spectroscopy [31].
• The interaction of poly(diallyldimethyl ammonium chloride) (PDDA) with dodecyl benzene sulfonic acid sodium (DBS) has been studied by fluorescence spectra [32].

Analytical, diagnostic and therapeutic context of benzenesulfonic acid

• Three hours after treatment, mild and moderate ocular irritants caused a significant increase in corneal thickness, which peaked at day 1 with DOP (483.3+/-80.1 microm) and LAS (572.3+/-60.0 microm) and day 3 with DTRGT (601.4+/-68.7 microm); returning to normal (similar to control values) by day 7 with DOP and day 35 with LAS and DTRGT [6].
• Analysis of linear alkylbenzene sulfonate homologues in environmental water samples by mixed admicelle-based extraction and liquid chromatography/mass spectrometry [33].
• Application of a linear alkylbenzene sulfonate biosensor to river water monitoring [34].
• The surfactant linear alkylbenzene sulphonate (LAS) was examined for embryotoxic and teratogenic potential following percutaneous administration [35].

References