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Sulfanilic Acid Sale

(Synonyms: 对氨基苯磺酸) 目录号 : GC48945

A synthetic intermediate

Sulfanilic Acid Chemical Structure

Cas No.:121-57-3

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产品描述

Sulfanilic acid is a synthetic intermediate.1,2 It has been used in the synthesis of activated carbon for biodiesel preparation, as well as various nanocomposites.

1.Malins, K., Kampars, V., Brinks, J., et al.Synthesis of activated carbon based heterogenous acid catalyst for biodiesel preparationAppl. Catal. B-Environ.176-177553-558(2015) 2.Zhang, L., Shi, T., Wu, S., et al.Sulfonated graphene oxide: The new and effective material for synthesis of polystyrene-based nanocompositesColloid Polym. Sci.291(9)2061-2068(2013)

Chemical Properties

Cas No. 121-57-3 SDF
别名 对氨基苯磺酸
Canonical SMILES O=S(O)(C1=CC=C(C=C1)N)=O
分子式 C6H7NO3S 分子量 173.2
溶解度 DMF: 1 mg/ml,DMSO: 1 mg/ml,DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml 储存条件 Store at -20°C, protect from light
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1 mM 5.7737 mL 28.8684 mL 57.7367 mL
5 mM 1.1547 mL 5.7737 mL 11.5473 mL
10 mM 0.5774 mL 2.8868 mL 5.7737 mL
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Research Update

Sulfanilic Acid increases intracellular free-calcium concentration, induces reactive oxygen species production and impairs trypsin secretion in pancreatic AR42J cells

Food Chem Toxicol 2018 Oct;120:71-80.PMID:29986830DOI:10.1016/j.fct.2018.07.001.

We studied the effects of the tartrazine-metabolite Sulfanilic Acid on the physiology of pancreatic AR42J cells. Sulfanilic Acid (1 μM-1 mM) induced a slow and progressive increase in intracellular free-calcium concentration that reached a plateau. The effect of Sulfanilic Acid was not concentration-dependent. Stimulation of cells with thapsigargin (1 μM) after treatment with Sulfanilic Acid (1 mM) induced a smaller Ca2+ response compared with that obtained with thapsigargin alone. Sulfanilic Acid induced a concentration-dependent production of reactive oxygen species; however, this effect was not Ca2+-dependent. Depolarization of mitochondrial membrane potential was observed at the concentration of 1 mM Sulfanilic Acid. In the presence of the compound a decrease in the GSH/GSSG ratio was observed. A decrease in the expression of superoxide dismutase 2 was noted. Finally, stimulation of cells with CCK-8 led to a concentration-dependent increase of trypsin secretion that was impaired by pretreatment of cells with Sulfanilic Acid. Preincubation of cells with the antioxidant melatonin (100 μM) reduced the effect of Sulfanilic Acid on trypsin secretion. We conclude that Sulfanilic Acid might induce oxidative stress, which could alter Ca2+ signaling and enzyme secretion in pancreatic AR42J cells. This creates a situation potentially leading to damage of the exocrine pancreas.

The ephemeral dihydrate of Sulfanilic Acid

Acta Crystallogr C Struct Chem 2018 Jan 1;74(Pt 1):7-12.PMID:29303491DOI:10.1107/S2053229617016886.

Evaporation of an aqueous solution of Sulfanilic Acid (systematic name: 4-aminobenzene-1-sulfonic acid) at 273 K affords a crystalline dihydrate, C6H7NO3S·2H2O. The organic molecule exists as a zwitterion; two zwitterions are aligned in an antiparallel fashion about a crystallographic centre of inversion. They interact directly via two N-H...O hydrogen bonds between the ammonium group of one zwitterion and the sulfonate group of its symmetry-related counterpart, and their aromatic rings are π-stacked, with an interplanar distance of 3.533 (3) Å. One of the cocrystallized water molecules connects the resulting pairs into layers and the second crosslinks the layers into a three-dimensional network. All H atoms connected to N or O atoms find acceptors in suitable geometries. In the resulting crystal, polar and hydrogen-bond-dominated slabs alternate with stacks of organic arene rings. Although the new dihydrate shows efficient space filling, with a packing coefficient of 75.7%, it is unstable and undergoes fast desolvation at room temperature. In this process, the orthorhombic ansolvate forms as a pure phase.

Sulfanilic Acid: behavioral change related to azo food dyes in developing rats

Neurobehav Toxicol Teratol 1982 Jan-Feb;4(1):43-9.PMID:6803178doi

The effects of Sulfanilic Acid, a major azo food dye metabolite, were studied in normal developing rat pups and pups treated with 6-hydroxydopamine (60HDA). Chronic daily intraperitoneal injection of Sulfanilic Acid during the first postnatal month elicited hyperactivity and impaired shock escape performance in vehicle pups. No differences were noted in 60HDA treated rat pups receiving Sulfanilic Acid. These findings, which are similar to the results of our study of chronic administration of a food dye mix, suggest that Sulfanilic Acid may be one of the causative agents in food dye-induced behavioral changes in developing rats. While our work suggests a significant effect of azo food dyes on the developing rat central nervous system, species differences in parameters such as absorption, metabolism, and blood-brain barrier properties do not permit any extrapolation of these observations to proposed effects in children.

Sulfanilic acid-modified chitosan mini-spheres and their application for lysozyme purification from egg white

Biotechnol Prog 2018 Mar;34(2):387-396.PMID:29193855DOI:10.1002/btpr.2588.

A cation exchange matrix with zwitterionic and multimodal properties was synthesized by a simple reaction sequence coupling Sulfanilic Acid to a chitosan based support. The novel chromatographic matrix was physico-chemically characterized by ss-NMR and ζ potential, and its chromatographic performance was evaluated for lysozyme purification from diluted egg white. The maximum adsorption capacity, calculated according to Langmuir adsorption isotherm, was 50.07 ± 1.47 mg g-1 while the dissociation constant was 0.074 ± 0.012 mg mL-1 . The process for lysozyme purification from egg white was optimized, with 81.9% yield and a purity degree of 86.5%, according to RP-HPLC analysis. This work shows novel possible applications of chitosan based materials. The simple synthesis reactions combined with the simple mode of use of the chitosan matrix represents a novel method to purify proteins from raw starting materials. © 2017 American Institute of Chemical Engineers Biotechnol. Prog., 34:387-396, 2018.

Intestinal transport of Sulfanilic Acid in rats immunized with protein-sulfanilic acid conjugate

Pharm Res 1990 Jul;7(7):767-71.PMID:2118635DOI:10.1023/a:1015832009217.

Intestinal transport of Sulfanilic Acid was examined by means of an in vitro everted sac technique in rats immunized with a bovine gamma-globulin-sulfanilic acid conjugate. At a low concentration of Sulfanilic Acid, the intestinal transport of Sulfanilic Acid was decreased in rats immunized with bovine gamma-globulin-sulfanilic acid conjugate. This phenomenon was dose dependent and antigen specific, since there was no difference in the transport of Sulfanilic Acid at a high concentration and of an unrelated hapten. These results suggested that parenteral immunization impaired not only the intestinal transport of macromolecular antigens, as previously shown, but also the transport of the low molecular weight hapten, Sulfanilic Acid.