Acetohydroxamic acid (AHA)
(Synonyms: 乙酰氧肟酸; AHA) 目录号 : GC33978
An irreversible urease inhibitor
Cas No.:546-88-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Acetohydroxamic acid (AHA) is an irreversible inhibitor of urease and a derivative of hydroxyurea .1 It inhibits the growth of struvite crystals produced by P. mirabilis in artificial urine and the growth of H. pylori in vitro (MICs = 200 and 400 mg/L for various isolates of H. pylori).2,3 Chronic AHA administration in dogs dose-dependently reduces urine urease activity, pH, and crystalluria and inhibits growth of bladder stones.4 It also decreases gastritis, gastric lesions, and bacterial infection rates in Mongolian gerbils when administered at 2,500 ppm/animal following H. pylori infection.5 Formulations containing AHA have been used in the treatment of urinary tract infections.
1.Fishbein, W.N., and Carbone, P.P.Urease Catalysis. II. Inhibition of the enzyme by hydroxyurea, hydroxylamine, and acetohydroxamic acidJ. Biol. Chem.240(6)2407-2414(1965) 2.Downey, J.A., Nickel, J.C., Clapham, L., et al.In vitro inhibition of struvite crystal growth by acetohydroxamic acidBr. J. Urol.70(4)355-359(1992) 3.Phillips, K., Munster, D.J., Allardyce, R.A., et al.Antibacterial action of the urease inhibitor acetohydroxamic acid on Helicobacter pyloriJ. Clin. Pathol.46(4)372-373(1993) 4.Krawiec, D.R., Osborne, C.A., Leininger, J.R., et al.Effect of acetohydroxamic acid on dissolution of canine struvite urolithsAm. J. Vet. Res.45(7)1266-1275(1984) 5.Ohta, T., Shibata, H., Kawamori, T., et al.Marked reduction of Helicobacter pylori-induced gastritis by urease inhibitors, acetohydroxamic acid and flurofamide, in Mongolian gerbilsBiochem. Biophys. Res. Commun.285(3)728-733(2001)
| Cas No. | 546-88-3 | SDF | |
| 别名 | 乙酰氧肟酸; AHA | ||
| Canonical SMILES | CC(NO)=O | ||
| 分子式 | C2H5NO2 | 分子量 | 75.07 |
| 溶解度 | Water : ≥ 200 mg/mL (2664.18 mM) | 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 | 13.3209 mL | 66.6045 mL | 133.209 mL |
| 5 mM | 2.6642 mL | 13.3209 mL | 26.6418 mL |
| 10 mM | 1.3321 mL | 6.6605 mL | 13.3209 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。
Gamma Radiation-Induced Degradation of Acetohydroxamic acid (AHA) in Aqueous Nitrate and Nitric Acid Solutions Evaluated by Multiscale Modelling
Chemphyschem 2023 Mar 1;24(5):e202200749.PMID:36470592DOI:10.1002/cphc.202200749.
Acetohydroxamic acid (AHA) has been proposed for inclusion in advanced, single-cycle, used nuclear fuel reprocessing solvent systems for the reduction and complexation of plutonium and neptunium ions. For this application, a detailed description of the fundamental degradation of AHA in dilute aqueous nitric acid is required. To this end, we present a comprehensive, multiscale computer model for the coupled radiolytic and hydrolytic degradation of AHA in aqueous sodium nitrate and nitric acid solutions. Rate coefficients for the reactions of AHA and hydroxylamine (HA) with the oxidizing nitrate radical were measured for the first time using electron pulse radiolysis and used as inputs for the kinetic model. The computer model results are validated by comparison to experimental data from steady-state gamma ray irradiations, for which the agreement is excellent. The presented model accurately predicts the yields of the major degradation products of AHA: acetic acid, HA, nitrous oxide, and molecular hydrogen.
Multiscale modelling of the radical-induced chemistry of acetohydroxamic acid in aqueous solution
RSC Adv 2022 Oct 18;12(46):29757-29766.PMID:36321097DOI:10.1039/d2ra03392e.
Acetohydroxamic acid (AHA) is a small organic acid with a wide variety of industrial, biological, and pharmacological applications. A deep fundamental molecular level understanding of the mechanisms responsible for the radical-induced reactions of AHA in these environments is necessary to predict and control their behaviour and elucidate their interplay with other attendant chemical species, for example, the oxidative degradation products of AHA. To this end, we present a comprehensive, multiscale computer model for interrogating the radical-induced degradation of AHA in acidic aqueous solutions. Model predictions were critically evaluated by a systematic experimental radiation chemistry investigation, leveraging time-resolved electron pulse irradiation techniques for the measurement of new radical reaction rate coefficients, and steady-state gamma irradiations for the identification and quantification of AHA degradation products: acetic acid, hydroxylamine, nitrous oxide, and molecular hydrogen, with formic acid and methane as minor products. Excellent agreement was achieved between calculation and experiment, indicating that this fundamental model can accurately predict the degradation pathways of AHA under irradiation in acidic aqueous solutions.
Photoluminescence studies on the complexation of Eu(III) and Tb(III) with Acetohydroxamic acid (AHA) in nitrate medium
Spectrochim Acta A Mol Biomol Spectrosc 2013 Nov;115:805-9.PMID:23892121DOI:10.1016/j.saa.2013.06.104.
UREX process has been proposed for selective extraction of U(VI) and Tc(VII) from nitric acid medium (∼1M HNO3) using tri-n-butyl phosphate (TBP) as extractant and retaining Pu, Np and fission products in the aqueous phase. The feasibility of the use of luminescence spectroscopy as a technique to understand the complexation of trivalent f-elements cations viz. Eu(III) and Tb(III) with Acetohydroxamic acid (AHA) in nitric acid medium has been examined. The luminescence lifetimes for the 1×10(-3)M Eu(III) and AHA complex system decreased with increased AHA concentration from 116±0.2μs (no AHA) to 1.6±0.1μs (0.1M AHA) which was attributed to dynamic quenching. The corrected fluorescence intensities were used to calculate the stability constant (log K) for the formation of 1:1 Eu(3+)-AHA complex as 1.42±0.64 under the conditions of this study. By contrast, the Tb(III)-AHA system at pH 3 (HNO3) did not show any significant variation in the life times of the excited state (364±9μs) suggesting the absence of dynamic quenching. The spectral changes in Tb(III)-AHA system showed the formation of 1:1 complex (log K: 1.72±0.21). These studies suggest that the extent of AHA complexation with the rare earth elements will be insignificant as compared to tetravalent metal ions Pu(IV) and Np(IV) under UREX process conditions.
Advanced direct method to quantify the kinetics of Acetohydroxamic acid (AHA) by Raman spectroscopy
Spectrochim Acta A Mol Biomol Spectrosc 2020 Mar 15;229:117877.PMID:31846854DOI:10.1016/j.saa.2019.117877.
The ligand Acetohydroxamic acid (AHA) suffers hydrolysis at acidic conditions. This reaction has been studied for a long time, due to its implications in different applications, by using indirect colorimetric methods. This work shows how Raman spectroscopy can be very useful as a direct technique for measuring the hydrolysis kinetics of AHA, faster, more versatile and easier compared with the indirect traditional UV-Vis method which needs a complex formation with Fe. Thereby, we present a detailed study of the qualitative and quantitative Raman spectra of 1 mol/L AHA and its hydrolysis products. These results enabled us to perform a complete kinetic study of this molecule at different pH ranging from 0.5 mol/L to 4 mol/L HNO3, i.e. not only at excess acidic conditions but also at limiting nitric acid conditions.
Reduction of pertechnetate by Acetohydroxamic acid: formation of [TcII(NO)(AHA)2(H2O)]+ and implications for the UREX process
Inorg Chem 2008 Aug 4;47(15):6674-80.PMID:18597420DOI:10.1021/ic8000202.
Reductive nitrosylation and complexation of ammonium pertechnetate by Acetohydroxamic acid has been achieved in aqueous nitric and perchloric acid solutions. The kinetics of the reaction depend on the relative concentrations of the reaction components and are accelerated at higher temperatures. The reaction does not occur unless conditions are acidic. Analysis of the X-ray absorption fine structure spectroscopic data is consistent with a pseudo-octahedral geometry and the linear Tc-N-O bond typical of technetium nitrosyl compounds, and electron spin resonance spectroscopy is consistent with a d (5) Tc(II) nitrosyl complex. The nitrosyl source is generally AHA, but it may be augmented by some products of the reaction with nitric acid. The resulting low-valency trans-aquonitrosyl(diacetohydroxamic)-technetium(II) complex ([Tc (II)(NO)(AHA) 2H 2O] (+), 1) is highly soluble in water, extremely hydrophilic, and is not extracted by tri- n-butylphosphate in a dodecane diluent. Its extraction properties are not pH-dependent: potentiometric-spectrophotometric titration studies indicate a single species from pH 4 down to -0.6 (calculated). This molecule is resistant to oxidation by H 2O 2, even at high pH, and can undergo substitution to form other technetium nitrosyl complexes. The potential formation of 1 during reprocessing may strongly impact the fate of technetium in the nuclear fuel cycle.