2-Aminobenzenesulfonic acid
(Synonyms: 2-氨基苯磺酸) 目录号 : GC38260
2-Aminobenzenesulfonic acid (Orthanilic acid, O-Aminobenzenesulfonic acid, Aniline-2-sulfonic acid) is a biological acid with roles in benzoate degradation and microbial metabolism in diverse environments.
Cas No.:88-21-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
2-Aminobenzenesulfonic acid (Orthanilic acid, O-Aminobenzenesulfonic acid, Aniline-2-sulfonic acid) is a biological acid with roles in benzoate degradation and microbial metabolism in diverse environments.
| Cas No. | 88-21-1 | SDF | |
| 别名 | 2-氨基苯磺酸 | ||
| Canonical SMILES | NC1=C(C=CC=C1)S(O)(=O)=O | ||
| 分子式 | C6H7NO3S | 分子量 | 173.19 |
| 溶解度 | DMSO : 50 mg/mL (288.70 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.774 mL | 28.87 mL | 57.7401 mL |
| 5 mM | 1.1548 mL | 5.774 mL | 11.548 mL |
| 10 mM | 0.5774 mL | 2.887 mL | 5.774 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Direct and simultaneous recognition of the positional isomers of aminobenzenesulfonic acid by TIMS-TOF-MS
Talanta 2021 May 1;226:122085.PMID:33676646DOI:10.1016/j.talanta.2021.122085.
Positional isomer recognition is a challenging scientific issue. Fast and accurate detection of isomers is required for understanding their chemical properties. Here, we describe a method for simultaneous recognition of three positional isomers of 2-Aminobenzenesulfonic acid (2-ABSA), 3-ABSA, and 4-ABSA using trapped ion mobility spectroscopy-time-of-flight mass spectrometry (TIMS-TOF-MS). The three ABSA positional isomers were recognized by measuring the different ion mobility of the ternary complexes of [β-cyclodextrin (CD)+ABSA + Li]+ or [λ-CD + ABSA + Na]+, because their different collision cross-sections or different spatial conformations. The collision-induced dissociation mechanism of the different complexes of [β-CD + ABSA + Li]+ and [λ-CD + ABSA + Na]+ using tandem mass spectrometry exhibited the same dissociation process with slightly different dissociation energies, which the smaller cross-section requires higher collision energy that means the smaller complex with tighter and more stable conformation than a larger complex for the ABSA complexes. In addition, relative quantification of the ABSA isomers was studied by measuring any two of the three ABSA isomer complexes at different molar ratio of 10:1 to 1:10 in the μM range, good linearity (R2 > 0.99) with precision between 2.14% and 2.58%, and accuracy ≥ 97.1% were obtained. The method for fast determination and recognition of ABSA positional isomers by combination with CD and alkali metal ions possesses the advantages of being simple, direct, rapid, sensitive, cost-effective, and needs no chemical derivatives or chromatographic separation before analysis. Therefore, the proposed method would be a powerful tool for the analysis of ABSA isomers or even other positional isomers.
Orthanilic acid-promoted reverse turn formation in peptides
Chem Commun (Camb) 2013 Mar 18;49(22):2222-4.PMID:23392615DOI:10.1039/c3cc40522b.
Orthanilic acid (2-Aminobenzenesulfonic acid, (S)Ant), an aromatic β-amino acid, has been shown to be highly useful in inducing a folded conformation in peptides. When incorporated into peptide sequences (Xaa-(S)Ant-Yaa), this rigid aromatic β-amino acid strongly imparts a reverse-turn conformation to the peptide backbone, featuring robust 11-membered-ring hydrogen-bonding.
Effects of taurine and taurine analogues on the phosphorylation of a 44 kDa protein present in a mitochondrial subfraction of the rat heart: partial characterization of the 44 kDa phosphoprotein
J Mol Cell Cardiol 1994 Dec;26(12):1675-89.PMID:7731061DOI:10.1006/jmcc.1994.1186.
Recent studies suggest that taurine (2-aminoethanesulfonic acid) is involved in the regulation of protein phosphorylation in excitable tissues such as the retina, brain and heart. In order to determine the structural requirements for the effect of taurine on the phosphorylation of a 44 kDa protein(s), a series of taurine analogues were tested in an in vitro assay using a subcellular mitochondrial fraction of rat heart. Inhibitors of the phosphorylation of the 44 kDa protein include taurine and close structural analogues of taurine such as aminoethylhydrogen sulfate and alpha-sulfo-beta-alanine. Secondary amines with the taurine structure partially locked into a saturated 5-membered ring such as (+/-)piperidine-3-sulfonic acid and 1,2,3,4-tetrahydroquinoline-8-sulfonic acid also possess inhibitory activity. Sulfone analogues of taurine such as 2-aminoethylmethylsulfone, a non-restricted taurine analogue with maximal conformational flexibility about its amino and sulfone moieties, and (+/-)3-aminotetrahydrothiopyran-1,1-dioxide, an analogue containing the sulfone moiety in a six-membered ring structure, were found to be more potent inhibitors of phosphorylation than taurine despite the fact that the sulfone moiety is neither an isosteric nor isoelectronic substitution for the sulfonic acid moiety. The results of this study indicate that the inhibition of the phosphorylation of the 44 kDa protein in a rat heart mitochondrial fraction is relatively specific for the taurine structure. Two analogues of taurine with unsaturated rings containing a primary sulfonic acid and a secondary amine, pyridine-3-sulfonic acid and quinoline-8-sulfonic acid, were observed to be stimulators of the phosphorylation of the 44 kDa protein. In addition, 2-Aminobenzenesulfonic acid also stimulated phosphorylation. Phase separation experiments with Triton X-114 suggest that the 44 kDa phosphoprotein is a soluble protein and not an integral membrane protein of the mitochondria. Phosphate incorporation into specific amino acids was determined by two-dimensional electrophoresis on celluloses plates and was found exclusively in the serine residues.
Conformational modulation of peptides using β-amino benzenesulfonic acid ((S)Ant)
Org Biomol Chem 2015 Feb 21;13(7):2087-91.PMID:25518942DOI:10.1039/c4ob02421d.
This communication describes the utility of a conformationally restricted aromatic β-amino acid (2-Aminobenzenesulfonic acid, (S)Ant) inducing various folding interactions in short peptides. Sandwiching (S)Ant between diverse amino acid residues was shown to form robust folded architectures featuring a variety of H-bonded networks, suggesting its utility in inducing peptide folding.
Positive inotropic effect of some taurine-related compounds on guinea-pig ventricular strips perfused with low calcium medium
Eur J Pharmacol 1986 May 13;124(1-2):129-33.PMID:3720833DOI:10.1016/0014-2999(86)90132-9.
Taurine exerts a positive inotropic effect at a low calcium concentration. Of the compounds chemically related to taurine only L-cysteic and 2-Aminobenzenesulfonic acid mimic taurine action. Their effect is concentration-dependent and not linked to the restoration of taurine tissue concentration in guinea-pig ventricular strips. Our data demonstrate that: (1) carbon chain length between amino and sulfonic groups is a crucial factor in the development of activity. (2) Substitution of the sulfonic group with other acid functions such as the substitution of the primary amino group or the introduction of the -COOH group onto the beta-carbon brings about a lack of activity.