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Maleic Acid Sale

(Synonyms: 马来酸) 目录号 : GC36532

Maleic acid inhibits glutamate decarboxylase (GAD) activity, thus enhances acid sensitivity of Listeria monocytogenes. Maleic acid affects the extracellular GABA levels.

Maleic Acid Chemical Structure

Cas No.:110-16-7

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产品描述

Maleic acid inhibits glutamate decarboxylase (GAD) activity, thus enhances acid sensitivity of Listeria monocytogenes. Maleic acid affects the extracellular GABA levels.

[1] Ranju Paudyal, et al. Food Microbiol. 2018 Feb;69:96-104.

Chemical Properties

Cas No. 110-16-7 SDF
别名 马来酸
Canonical SMILES O=C(O)/C=C\C(O)=O
分子式 C4H4O4 分子量 116.07
溶解度 Water: 100 mg/mL (861.55 mM) 储存条件 Store at -20°C
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1 mM 8.6155 mL 43.0775 mL 86.1549 mL
5 mM 1.7231 mL 8.6155 mL 17.231 mL
10 mM 0.8615 mL 4.3077 mL 8.6155 mL
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Research Update

Final report on the safety assessment of Maleic Acid

Int J Toxicol 2007;26 Suppl 2:125-30.PMID:17613135DOI:10.1080/10915810701351251.

Maleic Acid is a dicarboxylic acid that functions as a fragrance ingredient and pH adjuster in cosmetics - it is used in a few cosmetic product formulations at low concentrations. Maleic Acid is commonly used in research studies to induce Fanconi syndrome in rats and dogs in an attempt to study the mechanism of this disease. One such study found decreased glomerular filtration rate in rats given 9.0 mmol/kg, but not with 1.5 mmol/kg, Maleic Acid intraperitoneally. Preincubation with 0.75 mmol/L of Maleic Acid reduced sperm penetration of golden hamster eggs to zero. Maleic Acid failed to induce any significant increases in revertant count in strains TA1535, TA1537, TA98, and TA100 at concentrations up to 7500 mu g/plate. A concentration of 2.0 x 10(-2) M Maleic Acid did show a positive pattern in a DNA synthesis inhibition test. Maleic Acid at 10%, pH 1.0, applied for 30 s on rabbit eyes, caused permanent opacity. A 1% solution, pH 1.0, applied for 2 min caused cloudiness of the cornea, but no lasting injury, and a 5% solution, also at pH 1.0, had a similar but more intense effect, with recovery delayed 6 to 7 days. Application of 10 mu l Maleic Acid (pH not stated) to the volar forearm and labia majora of 21 female Caucasians produced an inflammatory response at 24 and 48 h, which varied from minimal erythema to marked erythema with marked vesiculation. Maleic Acid at 20% (pH not stated) applied to one forearm daily for a period of 6 weeks to 50 human subjects produced acute vesicular dermatitis in 17 subjects, who were dropped from the study. Only five of the remaining subjects accommodated to the treatment, the rest had varying degrees of inflammation or hyperirritable skin. Although Maleic Acid itself may be a dermal and/or ocular irritant, its use as a pH adjustor in cosmetic formulations dictates that most of the acid will be neutralized into various maleate salts. Therefore, the concentration of free Maleic Acid is expected to be low, and dermal or systemic toxicity is not expected to be a concern. The safety of Maleic Acid as a pH adjustor should not be based on the concentration of use, but on the amount of free Maleic Acid that remains after neutralizing the formulation. There is no reason to expect this ingredient to induce any toxicity when used for this purpose. The Cosmetic Ingredient Review (CIR) Expert Panel concluded that Maleic Acid is safe for use in cosmetic formulations as a pH adjustor in the practices of use as described in this safety assessment.

Fluorescent styrene Maleic Acid copolymers to facilitate membrane protein studies in lipid nanodiscs

Nanoscale 2022 Apr 14;14(15):5689-5693.PMID:35315461DOI:10.1039/d1nr07230g.

Fluorescently-labelled variants of poly(styrene-co-maleic acid), SMA, have been synthesised by RAFT copolymerisation. We show that low ratios of vinyl fluorophores, analogous to styrene, can be successfully incorporated during polymerisation without detriment to nanodisc formation upon interaction with lipids. These novel copolymers are capable of encapuslating lipids and the model membrane protein, gramicidin, and hence have the potential to be applied in fluorescence-based biological studies. To demonstrate this, energy transfer is used to probe polymer-protein interactions in nanodiscs. The copolymers may also be used to monitor nanodisc self assembly by exploiting aggregation-caused-quenching (ACQ).

Styrene Maleic Acid copolymer induces pores in biomembranes

Soft Matter 2019 Oct 9;15(39):7934-7944.PMID:31539004DOI:10.1039/c9sm01407a.

We investigated the interactions between styrene-maleic acid (SMA) copolymers and phospholipid bilayers, using confocal microscopy and surface acoustic wave resonance (SAR) sensing. For the first time we experimentally observed and followed pore formation by SMA copolymers in intact supported bilayers and unilamellar vesicles, showing that fluorescein, a water-soluble organic compound with a mean diameter of 6.9 Å, can traverse the membrane. Our findings are in agreement with recent theoretical predictions, which suggested that SMA copolymers may insert along the plane of the bilayer to form stable toroidal pores.

Evaluation of Fumaric Acid and Maleic Acid as Internal Standards for NMR Analysis of Protein Precipitated Plasma, Serum, and Whole Blood

Anal Chem 2021 Feb 16;93(6):3233-3240.PMID:33538164DOI:10.1021/acs.analchem.0c04766.

Significant advances have been made in unknown metabolite identification and expansion of the number of quantifiable metabolites in human plasma, serum, and whole blood using NMR spectroscopy. However, reliable quantitation of metabolites is still a challenge. A major bottleneck is the lack of a suitable internal standard that does not interact with the complex blood sample matrix and also does not overlap with metabolite peaks apart from exhibiting other favorable characteristics. With the goal of addressing this challenge, a comprehensive investigation of fumaric and maleic acids as potential internal standards was made along with a comparison with the conventional standards, TSP (trimethylsilylpropionic acid) and DSS (trimethylsilylpropanesulfonic acid). Both fumaric acid and Maleic Acid exhibited a surprisingly high performance with a quantitation error <1%, while the TSP and DSS caused an average error of up to 35% in plasma, serum, and whole blood. Further, the results indicate that while fumaric acid is a robust standard for all three biospecimens, Maleic Acid is suitable for only plasma and serum. Maleic Acid is not suited for the analysis of whole blood due to its overlap with coenzyme peaks. These findings provide new opportunities for improved and accurate quantitation of metabolites in human plasma, serum, and whole blood using NMR spectroscopy. Moreover, the use of protein precipitation prior to NMR analysis mirrors the sample preparation commonly used for mass spectrometry based metabolomics, such that these findings further strengthen efforts to combine and compare NMR and MS based metabolite data of human plasma, serum, and whole blood for metabolomics based research.

Maleic Acid modified cellulose for scavenging lead from water

Int J Biol Macromol 2019 May 15;129:293-304.PMID:30742922DOI:10.1016/j.ijbiomac.2019.02.037.

Macro, micro and nano fibrillary cellulose with sodium maleate groups was synthesized by the reaction of cellulose with maleic anhydride followed by sodium exchange of protons. In the present work, we demonstrate that these carboxylic groups act as chemisorbants towards toxic heavy metal ions present in contaminated water. The effects of the operating parameters such as resident time, temperature, pH, ion concentration and ion nature on chemisorbability were estimated for a given cellulose carboxylate. The kinetic results for the chemisorption of Pb2+ ion were indicative of an intra particle diffusion model and pseudo second order reaction. The chemisorption is well explained by a Freundlich isotherm model showing a multilayer chemisorption, heterogeneous surface and interaction between chemisorbed molecules. The chemisorption capability was enhanced upon decreasing the dimension of the cellulose fibril. The efficiency depended also on the nature of metal ions, dictated by the stability of the geometry of the resultant complex. The maximum chemisorption capacities of macro, micro and nano forms of sodium cellulose-maleate for Pb2+ were 20 mg/g, 40 mg/g and 115 mg/g, respectively at pH of 5.5. The ion exchanged nano-cellulose maleate could be regenerated by sodium chloride solution without loss of efficiency even after 7 cycles.