Summary: Organic esters or salts of sulfonic acid derivatives containing an aliphatic hydrocarbon radical.

Top Publications

  1. Ratner R, Parikh S, Tou C. Efficacy, safety and tolerability of tesaglitazar when added to the therapeutic regimen of poorly controlled insulin-treated patients with type 2 diabetes. Diab Vasc Dis Res. 2007;4:214-21 pubmed
    ..The clinical development of tesaglitazar is no longer continuing; its effects on the glucose and lipid abnormalities of type 2 diabetes suggest that the concept of dual PPARalpha/gamma agonism is worthy of further investigation. ..
  2. Wilding J, Gause Nilsson I, Persson A. Tesaglitazar, as add-on therapy to sulphonylurea, dose-dependently improves glucose and lipid abnormalities in patients with type 2 diabetes. Diab Vasc Dis Res. 2007;4:194-203 pubmed
    ..Although tesaglitazar has now been discontinued from clinical development, these results remain relevant to future research into PPAR agonists. ..
  3. Ericsson H, Hamrén B, Bergstrand S, Elebring M, Fryklund L, Heijer M, et al. Pharmacokinetics and metabolism of tesaglitazar, a novel dual-acting peroxisome proliferator-activated receptor alpha/gamma agonist, after a single oral and intravenous dose in humans. Drug Metab Dispos. 2004;32:923-9 pubmed
    ..9%), and the mean blood-plasma partitioning ratio was 0.66, suggesting low affinity for red blood cells. There was no indication of partial inversion of the (S)-enantiomer to the corresponding (R)-form. Tesaglitazar was well tolerated. ..
  4. van der Ploeg J, Iwanicka Nowicka R, Bykowski T, Hryniewicz M, Leisinger T. The Escherichia coli ssuEADCB gene cluster is required for the utilization of sulfur from aliphatic sulfonates and is regulated by the transcriptional activator Cbl. J Biol Chem. 1999;274:29358-65 pubmed
    ..Integration host factor could also occupy three binding sites in the ssu promoter region but had no influence on expression of a chromosomal ssuE'-lacZ fusion. ..
  5. Aga D, Thurman E. Formation and transport of the sulfonic acid metabolites of alachlor and metolachlor in soil. Environ Sci Technol. 2001;35:2455-60 pubmed
    ..This observation correlates with the higher log Koc values for alachlor (3.33) and metolachlor (3.01) relative to their corresponding ESA metabolites, alachlor ESA (2.26), and metolachlor ESA (2.29). ..
  6. Goke B, Gause Nilsson I, Persson A. The effects of tesaglitazar as add-on treatment to metformin in patients with poorly controlled type 2 diabetes. Diab Vasc Dis Res. 2007;4:204-13 pubmed
    ..Despite the clinical discontinuation of tesaglitazar, this study has demonstrated the potential benefits of dual PPAR agonism as add-on therapy to metformin, in patients with poorly controlled type 2 diabetes. ..
  7. Bays H, McElhattan J, Bryzinski B. A double-blind, randomised trial of tesaglitazar versus pioglitazone in patients with type 2 diabetes mellitus. Diab Vasc Dis Res. 2007;4:181-93 pubmed
    ..In summary, tesaglitazar provided similar glycaemic control to pioglitazone, was associated with significant improvement in lipid and lipoprotein variables, and increased serum creatinine in a dose-dependent manner. ..
  8. Angus B, Hancock R. Outer membrane porin proteins F, P, and D1 of Pseudomonas aeruginosa and PhoE of Escherichia coli: chemical cross-linking to reveal native oligomers. J Bacteriol. 1983;155:1042-51 pubmed
    ..Cross-linking of protein F was abolished by pretreatment of the protein with sodium dodecyl sulfate, indicating that the cross-linked products were due to native associations in the outer membrane. ..
  9. Iglic A, Hagerstrand H. Amphiphile-induced spherical microexovesicle corresponds to an extreme local area difference between two monolayers of the membrane bilayer. Med Biol Eng Comput. 1999;37:125-9 pubmed
    ..The process reaches its final point when the segment attains the shape of the local maximal area difference, corresponding to formation of a spherical microexovesicle. ..

More Information


  1. Shinde R, Das S, Acharya R, Rajurkar N, Pandey A. Iron-complexed adsorptive membrane for As(V) species in water. J Hazard Mater. 2012;233-234:131-9 pubmed publisher
    ..The studies carried in the present work showed that quantification of inorganic arsenic species in natural water samples is easily possible in 2-3 ppb concentration range. ..
  2. Yarishkin O, Ryu H, Park J, Yang M, Hong S, Park K. Sulfonate chalcone as new class voltage-dependent K+ channel blocker. Bioorg Med Chem Lett. 2008;18:137-40 pubmed
    ..The 3'-(p-aminobenzene-sulfonylhydroxy)-4-hydroxychalcone 17 (IC50 = 0.51+/-0.05 microM) was the most potent K+ channel blocker. ..
  3. Yu Y, Gilar M, Lee P, Bouvier E, Gebler J. Enzyme-friendly, mass spectrometry-compatible surfactant for in-solution enzymatic digestion of proteins. Anal Chem. 2003;75:6023-8 pubmed
    ..Described methodology combines the advantages of protein solubilization, rapid digestion, high peptide coverages, and easy sample preparation for mass spectrometry and liquid chromatography analyses. ..
  4. Kunst E, Gallier F, Dujardin G, Yusubov M, Kirschning A. Tagged hypervalent iodine reagents: a new purification concept based on ion exchange through SN2 substitution. Org Lett. 2007;9:5199-202 pubmed
    ..The concept is successfully proven for Ru-catalyzed oxidations of alcohols, the activation and glycosidation of thioglycosides, and the SuArez reaction of pyranoses. ..
  5. Havel J, Li R, Macka M. CE study of neuroprotective humanin peptide and its derivatives: interactions with phosphate, sulphate, alkylsulphonates and sulphated-beta-CD. Electrophoresis. 2008;29:665-71 pubmed publisher
    ..Conditional stability constant of the [Pep(z+), (H(2)PO(4)(-))(n)](z - n) ion associate (n = 1) for [G-14]-HN equals to log K approximately 1.78. ..
  6. Burrows H, Tapia M, Silva C, Pais A, Fonseca S, Pina J, et al. Interplay of electrostatic and hydrophobic effects with binding of cationic gemini surfactants and a conjugated polyanion: experimental and molecular modeling studies. J Phys Chem B. 2007;111:4401-10 pubmed
    ..Qualitatively, with the intermediate 12-5-12 and 12-6-12 systems, the optimum balance is observed between Coulombic and hydrophobic interactions, explaining their strong fluorescence enhancement. ..
  7. Yoshida R, Murase Y. Self-oscillating surface of gel for autonomous mass transport. Colloids Surf B Biointerfaces. 2012;99:60-6 pubmed publisher
  8. Krakert S, Ballav N, Zharnikov M, Terfort A. Adjustment of the bioresistivity by electron irradiation: self-assembled monolayers of oligo(ethyleneglycol)-terminated alkanethiols with embedded cleavable group. Phys Chem Chem Phys. 2010;12:507-15 pubmed publisher
    ..These films, along with other OEG-substituted SAMs and polymer layers with and without an embedded weak link moiety, can be used as primary matrices for the fabrication of different protein patterns by electron beam lithography. ..
  9. Ariyasu S, Hanaya K, Tsunoda M, Kitamura M, Hayase M, Abe R, et al. Photochemical cleavage reaction of 8-quinolinyl sulfonates that are halogenated and nitrated at the 7-position. Chem Pharm Bull (Tokyo). 2011;59:1355-62 pubmed
    ..It was also found that 7-nitro-8-QS absorbs at >360 nm, and, as a result, the S-O bond of this compound can be cleaved by photoirradiation with a fluorescent lamp in aqueous solution and on silicon surface. ..
  10. Cardoza L, Cutak B, Ketter J, Larive C. High-performance liquid chromatographic-nuclear magnetic resonance investigation of the isomerization of alachlor-ethanesulfonic acid. J Chromatogr A. 2004;1022:131-7 pubmed
    ..This paper reports the on-line separation and detection of the rotational diastereomers using high-performance liquid chromatography-nuclear magnetic resonance (HPLC-NMR) to efficiently measure the isomerization rate of alachlor-ESA. ..
  11. Reid A, Pandey R, Palyada K, Whitworth L, Doukhanine E, Stintzi A. Identification of Campylobacter jejuni genes contributing to acid adaptation by transcriptional profiling and genome-wide mutagenesis. Appl Environ Microbiol. 2008;74:1598-612 pubmed publisher
    ..As a Cj0415 mutant was acid sensitive, it is likely that these genes are crucial to the acid stress response of C. jejuni and consequently are important for host colonization. ..
  12. Reid A, Pandey R, Palyada K, Naikare H, Stintzi A. Identification of Campylobacter jejuni genes involved in the response to acidic pH and stomach transit. Appl Environ Microbiol. 2008;74:1583-97 pubmed publisher
    ..In conclusion, this study has enabled us to understand how C. jejuni modulates gene expression in response to acid shock in vitro and to correlate this with gene expression profiles of C. jejuni as it transits through the host stomach. ..
  13. De Vry J, Denzer D, Reissmueller E, Eijckenboom M, Heil M, Meier H, et al. 3-[2-cyano-3-(trifluoromethyl)phenoxy]phenyl-4,4,4-trifluoro-1-butanesulfonate (BAY 59-3074): a novel cannabinoid Cb1/Cb2 receptor partial agonist with antihyperalgesic and antiallodynic effects. J Pharmacol Exp Ther. 2004;310:620-32 pubmed
    ..No withdrawal symptoms were seen after abrupt withdrawal following 14 daily applications of 1 to 10 mg/kg p.o. It is concluded that BAY 59-3074 may offer a valuable therapeutic approach to treat diverse chronic pain conditions. ..
  14. Hamrén B, Bjork E, Sunzel M, Karlsson M. Models for plasma glucose, HbA1c, and hemoglobin interrelationships in patients with type 2 diabetes following tesaglitazar treatment. Clin Pharmacol Ther. 2008;84:228-35 pubmed publisher
    ..The RBC life span was estimated to 135 days. The transformation from RBC to HbA1c was modeled as an FPG-dependent process. The model indicated that the tesaglitazar effect on Hb was caused by hemodilution of RBCs. ..
  15. Wu H, Lu X, Lu B, Dong C, Wu M. A novel three-dimensional AgI coordination polymer based on mixed naphthalene-1,5-disulfonate and aminoacetate ligands. Acta Crystallogr C. 2013;69:876-9 pubmed publisher
    ..Moreover, hydrogen-bonding interactions consolidate the network. ..
  16. Hayyan A, Mjalli F, Hashim M, Hayyan M, Alnashef I, Al Zahrani S, et al. Ethanesulfonic acid-based esterification of industrial acidic crude palm oil for biodiesel production. Bioresour Technol. 2011;102:9564-70 pubmed publisher
    ..The produced biodiesel meets the international standards specifications for biodiesel fuel (EN 14214 and ASTM D6751). ..
  17. Plassmann M, Meyer T, Lei Y, Wania F, McLachlan M, Berger U. Laboratory studies on the fate of perfluoroalkyl carboxylates and sulfonates during snowmelt. Environ Sci Technol. 2011;45:6872-8 pubmed publisher
    ..Adsorption coefficients of PFAAs to the snow surface were estimated by fitting the measured and modeled elution profiles. ..
  18. Norvaišas P, Petrauskas V, Matulis D. Thermodynamics of cationic and anionic surfactant interaction. J Phys Chem B. 2012;116:2138-44 pubmed publisher
    ..Contributions of methylene groups were additive. The binding reaction can yield a solid or liquid complex, depending on temperature. Thermodynamic dissection yielded the parameters of the phase transition. ..
  19. Ito S, Fujiwara Y, Nakamura E, Nakamura M. Iron-catalyzed cross-coupling of alkyl sulfonates with arylzinc reagents. Org Lett. 2009;11:4306-9 pubmed publisher
    ..The in situ formation of alkyl iodides and consecutive rapid cross-coupling avoids discrete preparation of the unstable secondary alkyl halides and also achieves high product selectivity. ..
  20. Sun H, Zhang X, Wang L, Zhang T, Li F, He N, et al. Perfluoroalkyl compounds in municipal WWTPs in Tianjin, China--concentrations, distribution and mass flow. Environ Sci Pollut Res Int. 2012;19:1405-15 pubmed publisher
    ..The mass flow of some PFCs in the effluent was calculated, and the total mass flow from all the six municipal WWTPs in Tianjin was 26, 47, and 3.5 kg/year for perfluorohexanoic acid, PFOA, and PFOS, respectively. ..
  21. Kamber N, Davis T. Tesaglitazar. IDrugs. 2005;8:927-35 pubmed
    ..AstraZeneca plc is developing tesaglitazar, an oral dual peroxisome proliferator-activated receptor alpha/gamma agonist, for the potential improvement of dyslipidemia and glycemic control in type 2 diabetic patients. ..
  22. Blesic M, Swadźba Kwaśny M, Belhocine T, Gunaratne H, Lopes J, Gomes M, et al. 1-Alkyl-3-methylimidazolium alkanesulfonate ionic liquids, [C(n)H(2)(n)(+1)mim][C(k)H(2)(k)(+1)SO(3)]: synthesis and physicochemical properties. Phys Chem Chem Phys. 2009;11:8939-48 pubmed publisher
    ..The molecular volumes, both experimental and calculated, were found to depend linearly on the sum (n + k). ..
  23. Isla A, Maynar J, Sánchez Izquierdo J, Gascón A, Arzuaga A, Corral E, et al. Meropenem and continuous renal replacement therapy: in vitro permeability of 2 continuous renal replacement therapy membranes and influence of patient renal function on the pharmacokinetics in critically ill patients. J Clin Pharmacol. 2005;45:1294-304 pubmed
    ..The lower trough plasma levels observed in nonrenal patients would not lead to adequate time during which serum drug concentrations are above the minimum inhibitory concentration values in many infections. ..
  24. Xu X, Asher S. Synthesis and utilization of monodisperse hollow polymeric particles in photonic crystals. J Am Chem Soc. 2004;126:7940-5 pubmed
    ..For example, we were able to fabricate monodisperse polymer spheres containing high concentrations of magnetic nanospheres formed by direct precipitation within the hollow cores. ..
  25. Yang Q, Hu Q, Yamato O, Lee K, Maede Y, Yoshihara T. Organosulfur compounds from garlic (Allium sativum) oxidizing canine erythrocytes. Z Naturforsch C. 2003;58:408-12 pubmed
    ..This is the first report of sulfurous acid ester showing oxidant activity in canine erythrocytes. ..
  26. Ross A, Lee P, Smith D, Langridge J, Whetton A, Gaskell S. Identification of proteins from two-dimensional polyacrylamide gels using a novel acid-labile surfactant. Proteomics. 2002;2:928-36 pubmed
    ..Automated excision and digestion procedures reduce contamination by keratin and other impurities, further enhancing MS identification of gel separated proteins. ..
  27. Miller S. Profiling sulfonate ester stability: identification of complementary protecting groups for sulfonates. J Org Chem. 2010;75:4632-5 pubmed publisher
    ..This work compares the intrinsic lability of different sulfonate esters, identifying new sulfonate protecting groups and mild, selective cleavage conditions. ..
  28. Konrad E, Modrich P, Lehman I. Genetic and enzymatic characterization of a conditional lethal mutant of Escherichia coli K12 with a temperature-sensitive DNA ligase. J Mol Biol. 1973;77:519-29 pubmed
  29. Fedorova G, Golovko O, Randak T, Grabic R. Passive sampling of perfluorinated acids and sulfonates using polar organic chemical integrative samplers. Environ Sci Pollut Res Int. 2013;20:1344-51 pubmed publisher
    ..Based on average concentration in water over the sampling period and amount of compound adsorbed in the POCIS, we calculated sampling rates for five studied compounds and obtained values of 0.034 to 0.222 L?day(-1). ..
  30. Yura H, Ishihara M, Nakamura S, Kishimoto S, Kanatani Y, Horio T, et al. Coatings of low-density lipoprotein and synthetic glycoconjugates as substrata for hepatocytes. Artif Organs. 2009;33:419-24 pubmed publisher
    ..Thus, the two culture systems described here, and especially the LDL-coated plates, have potential for the development of a hybrid artificial liver. ..
  31. Windhorst A, Klein P, Eisenbarth J, Oeser T, Kruijer P, Eisenhut M. 3'-Sulfonylesters of 2,5'-anhydro-1-(2-deoxy-beta-d-threo-pentofuranosyl)thymine as precursors for the synthesis of [(18)F]FLT: syntheses and radiofluorination trials. Nucl Med Biol. 2008;35:413-23 pubmed publisher
    ..It had to be concluded that title compounds are not suitable as starting materials for the synthesis of [(18)F]FLT under the described conditions. ..
  32. Connolly D, O Shea V, Clark P, O Connor B, Paull B. Evaluation of photografted charged sites within polymer monoliths in capillary columns using contactless conductivity detection. J Sep Sci. 2007;30:3060-8 pubmed
  33. Eichhorn E, Leisinger T. Escherichia coli utilizes methanesulfonate and L-cysteate as sole sulfur sources for growth. FEMS Microbiol Lett. 2001;205:271-5 pubmed
    ..Escherichia coli strains were tested for their ability to use taurine, methanesulfonate, L-cysteate and other alkanesulfonates as sole sulfur sources for growth...
  34. Baena Nogueras R, González Mazo E, Lara Martín P. Determination and occurrence of secondary alkane sulfonates (SAS) in aquatic environments. Environ Pollut. 2013;176:151-7 pubmed publisher
    ..A preliminary environmental risk assessment also showed that SAS measured levels were not harmful to the aquatic community in the sampling area. ..
  35. Lu M, Feng Q, Lu Q, Cai Z, Zhang L, Chen G. Preparation and evaluation of the highly cross-linked poly(1-hexadecane-co-trimethylolpropane trimethacrylate) monolithic column for capillary electrochromatography. Electrophoresis. 2009;30:3540-7 pubmed publisher
    ..For charged compounds, the separation was mainly based on the association of hydrophobic, electrostatic and electrophoretic interaction. ..
  36. Gourlay T, Shedden L, Horne D, Stefanou D. Simple surface sulfonation retards plasticiser migration and impacts upon blood/material contact activation processes. Perfusion. 2010;25:31-9 pubmed publisher
    ..71 +/- 0.21 microg/ml in the PPVC and SPPVC groups, respectively (p<0.05 at 90 minutes). The simple sulfonation process significantly retards the migration of DEHP and is associated with the moderation of contact activation processes. ..
  37. Wang W, Li Z, Jiang T, Zhao Z, Li Y, Wang Z, et al. Sulfonated poly(ether ether ketone)/polypyrrole core-shell nanofibers: a novel polymeric adsorbent/conducting polymer nanostructures for ultrasensitive gas sensors. ACS Appl Mater Interfaces. 2012;4:6080-4 pubmed publisher
    ..On the basis of the SPEEK/PPy nanofibers, the sensors exhibit large gas responses, even when exposed to very low concentration of NH? (20 ppb) at room temperature. ..
  38. Sostaric J, Riesz P. Sonochemistry of surfactants in aqueous solutions: an EPR spin-trapping study. J Am Chem Soc. 2001;123:11010-9 pubmed
    ..Sonolysis of argon-saturated aqueous solutions of nonvolatile surfactants [n-alkanesulfonates, n-alkyl sulfates, n-alkylammoniopropanesulfonates (APS), and poly(oxyethylenes) (POE)] was investigated by ..
  39. Schuster H, Fagerberg B, Edwards S, Halmos T, Lopatynski J, Stender S, et al. Tesaglitazar, a dual peroxisome proliferator-activated receptor alpha/gamma agonist, improves apolipoprotein levels in non-diabetic subjects with insulin resistance. Atherosclerosis. 2008;197:355-62 pubmed
    ..Although tesaglitazar is no longer in clinical development, these data indicate that dual PPARalpha/gamma agonism may be a useful pharmacological approach to improve the atherogenic dyslipidaemia associated with insulin resistance. ..
  40. Cook A, Denger K. Dissimilation of the C2 sulfonates. Arch Microbiol. 2002;179:1-6 pubmed
    ..These data emphasize the importance of acetyl phosphate in bacterial metabolism. A third mechanism of desulfonation is suggested: the hydrolysis of sulfoacetate. ..
  41. Grob M, Steiner F. Application of nonaqueous capillary electrophoresis to the simultaneous analysis of anionic surfactants. Electrophoresis. 2002;23:1921-7 pubmed
    ..In this paper, method development of NACE systems is described and the application of these systems to anionic surfactant analysis in real sample matrices is documented. ..
  42. Atai M, Solhi L, Nodehi A, Mirabedini S, Kasraei S, Akbari K, et al. PMMA-grafted nanoclay as novel filler for dental adhesives. Dent Mater. 2009;25:339-47 pubmed publisher
    ..Incorporation of the modified nanoclay into the bonding system provided higher shear bond strength. The finding would be beneficial in producing nano-filler containing adhesive systems. ..
  43. Wallace K, Kissling G, Melnick R, Blystone C. Structure-activity relationships for perfluoroalkane-induced in vitro interference with rat liver mitochondrial respiration. Toxicol Lett. 2013;222:257-64 pubmed publisher
  44. Ooi T, Takahashi M, Doda K, Maruoka K. Asymmetric induction in the Neber rearrangement of simple ketoxime sulfonates under phase-transfer conditions: experimental evidence for the participation of an anionic pathway. J Am Chem Soc. 2002;124:7640-1 pubmed
    ..Our approach provides not only a new mechanistic insight but also an opportunity for extending the full synthetic utility of this classical yet useful rearrangement. ..
  45. Choithani J, Vaijayanthi B, Kumar P, Gupta K. Construction of oligonucleotide microarrays (biochip) using heterobifunctional reagents. Methods Mol Biol. 2007;381:133-63 pubmed
    ..These reagents have successfully been utilized to construct a number of oligonucleotide arrays and subsequently used for the detection of mismatches. ..
  46. Amano R, Tezuka M. Mineralization of alkylbenzenesulfonates in water by means of contact glow discharge electrolysis. Water Res. 2006;40:1857-63 pubmed
    ..The features of CGDE as a tool for the removal of organic pollutants in water were discussed in comparison with other physicochemical methods. ..
  47. Glinghammar B, Berg A, Bjurström S, Stockling K, Blomgren B, Westerberg R, et al. Proliferative and molecular effects of the dual PPARalpha/gamma agonist tesaglitazar in rat adipose tissues: relevance for induction of fibrosarcoma. Toxicol Pathol. 2011;39:325-36 pubmed publisher
    ..These data suggest that sustained increased turnover of mesenchymal cells in adipose tissues, concomitant with onset of inflammation and fibrosis, drives development of fibrosarcomas in rats treated with tesaglitazar. ..
  48. Parrish N, Houston T, Jones P, Townsend C, Dick J. In vitro activity of a novel antimycobacterial compound, N-octanesulfonylacetamide, and its effects on lipid and mycolic acid synthesis. Antimicrob Agents Chemother. 2001;45:1143-50 pubmed
    ..Our results indicate that OSA may serve as a promising lead compound for future antituberculous drug development. ..
  49. Sidhu N, Sahota H, Cheema T. The suitability of 160Tb as a PAC probe for studies of biomolecules. Int J Rad Appl Instrum A. 1988;39:437-8 pubmed
    ..The measurements indicate no influence of concentration of the environment on its interaction with Tb3+ ion and as such reveal the fact that 160Tb is not a good probe for PAC studies. ..
  50. Delis G, Batzias G, Kounenis G, Koutsoviti Papadopoulou M. Application and validation of a LC/fluorescence method for the determination of amoxicillin in sheep serum and tissue cage fluid. J Pharm Biomed Anal. 2009;49:375-80 pubmed publisher
    ..The method was successfully applied for the determination of amoxicillin in blood serum and tissue cage fluid samples collected from rams after intravenous administration. ..
  51. Grote M, Bordignon E, Polyhach Y, Jeschke G, Steinhoff H, Schneider E. A comparative electron paramagnetic resonance study of the nucleotide-binding domains' catalytic cycle in the assembled maltose ATP-binding cassette importer. Biophys J. 2008;95:2924-38 pubmed publisher
  52. Donadio C, Tognotti D, Caponi L, Paolicchi A. ?-trace protein is highly removed during haemodialysis with high-flux and super high-flux membranes. BMC Nephrol. 2017;18:68 pubmed publisher