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Chemical Compound Review

Sulfanilsaeure     4-aminobenzenesulfonic acid

Synonyms: sulfanilicacid, SUFANILIC ACID, PubChem20323, NSC-7170, ACMC-1BOZB, ...
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Disease relevance of p-Aminophenylsulfonic acid


High impact information on p-Aminophenylsulfonic acid


Biological context of p-Aminophenylsulfonic acid

  • The localization of hydrolysis product and inactivation by the slowly penetrating chemical reagent diazotized sulphanilic acid indicate that this ATPase is at the external surface of the cell [11].
  • Para-chloromercuribenzene sulphonate, which selectively labels sulphydryl groups, inhibited chemotaxis to diverse stimuli without substantially influencing spontaneous migration, while the diazonium salt of sulphanilic acid, which labels several types of plasma membrane determinants, altered neither spontaneous nor chemotactic migration [12].
  • Compared with the rat isolated jejunum or colon, Caco-2 monolayer displayed high electrical resistance and low conductance, as well as low permeability to sulfanilic acid and FITC-dextran (M.W. 4000) [13].
  • The isolate could grow on sulfanilic acid (SA) as its sole carbon and nitrogen source and metabolized the target compound to biomass [14].
  • There was a significant increase in plasma half-life and AUC and a significant decrease in clearance of sulphanilic acid in the immunized rats compared with the control [15].

Anatomical context of p-Aminophenylsulfonic acid


Associations of p-Aminophenylsulfonic acid with other chemical compounds


Gene context of p-Aminophenylsulfonic acid

  • A sulfanilic acid (SA) conjugate, containing 12 mol of ligand/mol of HSA, was also prepared [26].
  • Gels coupled with polyanionic dextran sulphate, monoanionic sulphanilic acid and DNA were shown effectively to adsorb anti-sulphatide antibodies in the sera of patients with active systemic lupus erythematosus (SLE) and autoimmune chronic active hepatitis (AI-CAH) [27].
  • Strain SAD4i was incorporated into the existing biofilm and degraded the sulfanilic acid resulting from the degradation of AO7 by indigenous members of the biofilm [28].
  • These results indicate that the mucin layer works as a barrier to the increased absorption of SA by beta-CyD [18].
  • 3. Treatment of Hp with diazotized sulfanilic acid resulted in an appreciable reduction of half-life to 21-11 h, as dependent on the number of modified residues [29].

Analytical, diagnostic and therapeutic context of p-Aminophenylsulfonic acid

  • Homogenates of lungs with YHM and HM were extracted with chloroform and tested spectrophotometrically, by thin layer chromatography, and for diazotized sulfanilic acid reactivity [30].
  • With the single exception of sulfanilic acid, the method developed was able to detect the sensitizing capacity of chemicals that failed to induce sensitization in the local lymph node assay [31].
  • Fourteen collaborating laboratories assayed maleic hydrazide (MH), 6-hydroxypyridazin-3(2H)-one, in technical and formulated products by reversed-phase liquid chromatography (LC) with sulfanilic acid as an internal standard [32].
  • The identification by HPLC analysis of sulfanilic acid, a dye reduction metabolite, in the treated effluent, confirmed that the decolourisation process was due mainly to azo bond reduction [33].
  • Rats were immunized with bovine gamma-globulin-sulphanilic acid conjugate and the plasma concentration of sulphanilic acid examined after an intravenous injection of this drug [15].


  1. Tumor-specific immunogenicity induced by chemical modification. Eggers, A.E. J. Natl. Cancer Inst. (1976) [Pubmed]
  2. Portage transport of sulfanilamide and sulfanilic acid. Hwang, S.Y., Berges, D.A., Taggart, J.J., Gilvarg, C. J. Med. Chem. (1989) [Pubmed]
  3. Isolation of a bacterial strain with the ability to utilize the sulfonated azo compound 4-carboxy-4'-sulfoazobenzene as the sole source of carbon and energy. Blümel, S., Contzen, M., Lutz, M., Stolz, A., Knackmuss, H.J. Appl. Environ. Microbiol. (1998) [Pubmed]
  4. Mineralization of sulfonated azo dyes and sulfanilic acid by Phanerochaete chrysosporium and Streptomyces chromofuscus. Paszczynski, A., Pasti-Grigsby, M.B., Goszczynski, S., Crawford, R.L., Crawford, D.L. Appl. Environ. Microbiol. (1992) [Pubmed]
  5. Characterization of the genes encoding the 3-carboxy-cis,cis-muconate-lactonizing enzymes from the 4-sulfocatechol degradative pathways of Hydrogenophaga intermedia S1 and Agrobacterium radiobacter S2. Halak, S., Basta, T., B??rger, S., Contzen, M., Stolz, A. Microbiology (Reading, Engl.) (2006) [Pubmed]
  6. Properties of growth-related acetylcholinesterase in a cell line of fibroblastic origin. Bartos, E.M., Glinos, A.D. J. Cell Biol. (1976) [Pubmed]
  7. Surface aminopeptidase activity of human lymphocytes. I. Biochemical and biologic properties of intact cells. Amoscato, A.A., Alexander, J.W., Babcock, G.F. J. Immunol. (1989) [Pubmed]
  8. Antibody-dependent, eosinophil-mediated damage to 51Cr-labeled schistosomula of Schistosoma mansoni: effect of metabolic inhibitors and other agents which alter cell function. David, J.R., Butterworth, A.E., Remold, H.G., David, P.H., Houba, V., Sturrock, R.F. J. Immunol. (1977) [Pubmed]
  9. The isolation of plasma membrane from protoplasts of soybean suspension cultures. Galbraith, D.W., Northcote, D.H. J. Cell. Sci. (1977) [Pubmed]
  10. Tartrazine and the prostaglandin system. Gerber, J.G., Payne, N.A., Oelz, O., Nies, A.S., Oates, J.A. J. Allergy Clin. Immunol. (1979) [Pubmed]
  11. Ecto-enzymes of mammary gland and its tumours. Ca2+- or Mg2+-stimulated adenosine triphosphatase and its perturbation by concanavalin A. Carraway, C.A., Corrado, F.J., Fogle, D.D., Carraway, K.L. Biochem. J. (1980) [Pubmed]
  12. Chemotactic factor receptors of human PMN leucocytes. I. Effects on migration of labelling plasma membrane determinants with impermeant covalent reagents and inhibition of labelling by chemotactic factors. Goetzl, E.J., Hoe, K.Y. Immunology (1979) [Pubmed]
  13. Characterization of drug transport through tight-junctional pathway in Caco-2 monolayer: comparison with isolated rat jejunum and colon. Tanaka, Y., Taki, Y., Sakane, T., Nadai, T., Sezaki, H., Yamashita, S. Pharm. Res. (1995) [Pubmed]
  14. Biodegradation of sulfanilic acid by Pseudomonas paucimobilis. Perei, K., Rákhely, G., Kiss, I., Polyák, B., Kovács, K.L. Appl. Microbiol. Biotechnol. (2001) [Pubmed]
  15. The effect of immunization with protein-sulphanilic acid conjugate on sulphanilic acid disposition in the rat. Yamamoto, A., Kawaratani, T., Aisaka, A., Hashida, M., Sezaki, H. J. Pharm. Pharmacol. (1991) [Pubmed]
  16. Conversion of leukotriene C4 to leukotriene D4 by a cell-surface enzyme of rat macrophages. Nagaoka, I., Yamashita, T. Biochem. Biophys. Res. Commun. (1987) [Pubmed]
  17. Dipeptidyl peptidase IV--subcellular localization, activity and kinetics in lymphocytes from control subjects, immunodeficient patients and cord blood. Harland, C., Shah, T., Webster, A.D., Peters, T.J. Clin. Exp. Immunol. (1988) [Pubmed]
  18. Effect of cyclodextrins on biological membrane. I. Effect of cyclodextrins on the absorption of a non-absorbable drug from rat small intestine and rectum. Nakanishi, K., Nadai, T., Masada, M., Miyajima, K. Chem. Pharm. Bull. (1990) [Pubmed]
  19. Inactivation of phagocytosis-stimulating activity of tuftsin by polymorphonuclear neutrophils. A possible role of leucine aminopeptidase as an ecto-enzyme. Nagaoka, I., Yamashita, T. Biochim. Biophys. Acta (1981) [Pubmed]
  20. Isolation of a Ca2+ or Mg(2+)-activated ATPase (ecto-ATPase) from bovine brain synaptic membranes. Hohmann, J., Kowalewski, H., Vogel, M., Zimmermann, H. Biochim. Biophys. Acta (1993) [Pubmed]
  21. Analysis of carbofuran residues in soil by the stopped-flow technique. del Carmen Quintero, M., Silva, M., Perez-Bendito, D. The Analyst. (1989) [Pubmed]
  22. Micellar electrokinetic chromatographic screening method for common sexual assault drugs administered in beverages. Bishop, S.C., Lerch, M., McCord, B.R. Forensic Sci. Int. (2004) [Pubmed]
  23. Studies on the leukotriene D4-metabolizing enzyme of rat leukocytes, which catalyzes the conversion of leukotriene D4 to leukotriene E4. Nagaoka, I., Yamashita, T. Biochim. Biophys. Acta (1987) [Pubmed]
  24. Intestinal secretion of sulphanilic acid by the isolated mucosa of guinea pig jejunum. Sund, R.B., Lauterbach, F. Acta pharmacologica et toxicologica. (1978) [Pubmed]
  25. Effect of medium-chain glycerides on the membrane transport of D-glucose and sulfanilic acid in the intestinal brush-border membrane vesicles. Sagara, K., Higaki, K., Yamazaki, A., Hashida, M., Sezaki, H. J. Pharmacobio-dyn. (1990) [Pubmed]
  26. Synthesis and characterization of protein and polylysine conjugates of sulfamethoxazole and sulfanilic acid for investigation of sulfonamide drug allergy. Tatake, J.G., Knapp, M.M., Ressler, C. Bioconjug. Chem. (1991) [Pubmed]
  27. Antibodies against sulphatide in sera from patients with autoimmune rheumatic diseases. Aotsuka, S., Okawa-Takatsuji, M., Uwatoko, S., Yokohari, R., Ikeda, Y., Toda, G. Clin. Exp. Immunol. (1992) [Pubmed]
  28. High performance degradation of azo dye Acid Orange 7 and sulfanilic acid in a laboratory scale reactor after seeding with cultured bacterial strains. Coughlin, M.F., Kinkle, B.K., Bishop, P.L. Water Res. (2003) [Pubmed]
  29. Clearance of certain modified haptoglobins from the rabbit circulation. Dobryszycka, W., Guszczyński, T., Kubicz, Z. Int. J. Biochem. (1988) [Pubmed]
  30. Yellow hyaline membrane disease. Identification of the pigment and bilirubin binding. Morgenstern, B., Klionsky, B., Doshi, N. Lab. Invest. (1981) [Pubmed]
  31. A sensitive mouse lymph node assay with two application phases for detection of contact allergens. Ikarashi, Y., Tsuchiya, T., Nakamura, A. Arch. Toxicol. (1993) [Pubmed]
  32. Liquid chromatographic determination of maleic hydrazide in technical and formulated products: collaborative study. Mertz, J.L., Lau, D.Y., Borth, D.M. Journal of AOAC International. (2006) [Pubmed]
  33. Monoazo and diazo dye decolourisation studies in a methanogenic UASB reactor. Brás, R., Gomes, A., Ferra, M.I., Pinheiro, H.M., Gonçalves, I.C. J. Biotechnol. (2005) [Pubmed]
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