Improving itaconic acid production through genetic engineering of an industrial aspergillus terreus strain. Sigmaaldrich offers a number of itaconic acid products. A wide variety of itaconic acid options are available to you, such. Based on the preliminary test, three saturated samples in water are prepared, tightly stoppered and agitated at 30after one day, one of the samples was equilibrated for 24hours at 20. Polymerization of itaconic acid summary polyitaconic acid pia has been prepared by various methods namely in radical polymerization in the presence of various initiators and. The plssn species have lower equilibrium surface tension. Synthesis and application of sodium octylphenol polyoxyethylene 10 itaconate monoester. The resin and film have good release from adhesives and good processability. Itaconic acid market size, share, price report 2024.
About 68% of these are organic acid, 3% are inorganic acids, and 0% are dyestuff intermediates. A mixture of itaconic acid, 1butanol2isooctanol and catalyst were put into a 100 ml threeneck flask equipped with a reflex condenser under continuous stirring. Main physicochemical properties of synthesized surfactants have been measured and. Itaconic acid is used to enhance bioactivities when it undergoes polymerization and can be used in tissue engineering. This table is provided as an information service by diversified enterprises. This immobilized fungal cell bioreactor was used to produce itaconic acid from glucose in a continuous operation. In combination with acrylamide to form polyacrylamidecoitaconicacid to synthesize biodegradable superabsorbent polymers. Synthesis and characterization of sodium noctyl sulfoitaconate diester anionic surfactant article pdf available in journal of surfactants and detergents 192. The information provided in this safety data sheet is correct to the best of our knowledge, information and belief at the date of its publication.
This dicarboxylic acid is a white solid that is soluble in water, ethanol, and acetone. Syntheses, surface activities and aggregation morphologies. Itaconic acid is an unsaturated dicarboxylic acid with two pka values at 3. Ia polyol, intrinsic viscosity iv, tensile strength, elongation, shored.
Succinic acid was found to decrease the surface tension of water already at very low concentrations. Itaconic acid is used as a biobased, renewable building block in the polymer industry. Characterization of phresponsive hydrogels of poly. Itaconic acid and its polymers can be made into effective deodorant by adding a little natural substance, they can react with alkaline or acidic. Optimization of itaconic acid production by aspergillus. High concentration of production capacities due to the shutdown of the manufacturing plants of itaconic acid in other parts of the world has led to this growth. Itaconic acid, or methylidenesuccinic acid, is an organic compound. The resin and film are formed from i polyolefin, ii specific polysiloxanes in two separate groupings, iii vinyl silane compounds, and optionally an organic peroxide grafting agent and an organometallic moisture curing agent.
All the acids lower the surface tension of pure water. Direct production of itaconic acid from liquefied corn. A wide variety of price itaconic acid options are available to you, such as grade standard. Decrease surface tension progressively, as with most. Definition a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. Aspergillus terreus nrrl 1960 was grown on porous disks rotating intermittently in and out of the liquid phase. The structure features of these surfactants have been confirmed by ir and 1 h nmr spectra. Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. For increasing the productivity, the influence of starting substrate concentration, the optimum timing of.
The copolymers were obtained by reprecipitation from petroleum ether 40. Wilson, and floyd deeds from the pharmacology laboratory, bureau of agricultural and industrial chemistry, agricultural research administration, united states department of agriculture, albany, california received for publication, september 24, 1951. Ep1018533a2 siliconecontaining low surface tension film. The effect of temperature, ph, disk rotation speed, and feed rate on the itaconic acid concentration and volumetric productivity were studied. Get a quick quote download product spec download sds. With all the above facts in mind, we have to synthesize an aliphatic. Improving itaconic acid production through genetic engineering of an. Four series of nonionic copolymer surfactants have been prepared by the free radical copolymerizations of dioctyl itaconate doi with dioxypropylated itaconic acid.
To this end, a carbon and energy balance for itaconic acid formation was established, which is 0. Manganese deficiency is required for high itaconic acid. Production of itaconic acid from optimization of itaconic acid production by aspergillus terreus suk1 using responce surface 223 metabolic modelling of itaconic acid fermentation with ustilago maydis. Synthesis and characterization of sodium n octyl sulfoitaconate diester anionic surfactant article pdf available in journal of surfactants and detergents 192. However, the production cost of itaconic acid is too high to be economically competitive with the petrochemicalbased products. Historically, itaconic acid was obtained by the distillation of citric acid, but currently it is produced by fermentation. Structure, properties, spectra, suppliers and links for. List of surface tensions and surface energies dataphysics. As a comonomer in the polymerization of polyacrylonitrile pan to promote the thermooxidative stabilization of polymer. Itaconic acid is a potential green chemical to substitute maleic anhydride in upr production owing to its similar structure and has potential to be a good substitute. It held a share of more than 50% of the global itaconic acid market in 2014. Enhanced itaconic acid production in aspergillus niger. A series of novel itaconic acid based asymmetrical gemini surfactants containing two long alkyl chains.
Itaconic acid is used as a biobased, renewable building block in the. Biological routes to itaconic and succinic acids in. Plssn have been synthesized through esterification and sulfonation reaction using itaconic anhydride ian and. The surprising role of an industrial compound as a mammalian antimicrobial metabolite thekla cordes,1,2. Exploring saccharomyces cerevisiae to improve microbe. Unsaturated solid bond makes a conjugated system with carbonly group. China itaconic acid market size is projected to surpass usd 20 million valuation by 2024. Aspergillus niger was selected as a host for producing itaconic acid due to its versatile and tolerant character in various growth environments, and its extremely high capacity of accumulating the precursor of itaconic acid. The surface tension c and the critical micelle concentration cmc were determined as 25. Based on guideline eec 84449 b12, a micronucleus test was performed to assess the ability of itaconic acid to induce clastogenicity in mice bone morrow cells. A simple preliminary test is carried out, and the approximate solubility in water is 10050 gl. A series of novel itaconic acid based asymmetrical gemini surfactants. Surface tensions plotted as a function of the concentration of plssn at different temperature.
It can be obtained directly from fermentation of glucose. Nonionic surfactants based on copolymers of dioctyl. Surface tension is the tendency of liquid surfaces to shrink into the minimum surface area. Continuous production of itaconic acid by aspergillus. Various parameters, such as the molar ratio of 1butanol2isooctanol to itaconic acid, amount of catalyst and reaction time were varied to optimize the reaction conditions. A siliconecontaining resin, film and film on a subweb are described. Asia pacific dominated the global itaconic acid market both in terms of volume and revenue in 2014. It is concluded that itaconic acid did not show any clastogenic activity in cho cells under our experimental conditions. The information given is designed only as a guidance for safe handling, use, processing, storage, transportation, disposal and release and is not to be considered a warranty or quality specification. Itaconic acid is on the doe department of energy top 12 list of biotechnologically produced building block chemicals and is produced commercially by aspergillus terreus. In this paper, we present the synthesis of a new family of surfactants having c12 and c18 alkyl chains obtained from itaconic acid and fatty amines, molecules industrially obtained from renewable resources. Syntheses, surface activities and aggregation morphologies of a.
Synthesis, characterization and in vitro anticancer. Itaconic acid and its esters are good additive of making synthetic fibre,plastics and surface active agent. Expressing the cad gene from aspergillus terreus opened the metabolic pathway towards itaconic acid in a. Surfactants are a wide class of compounds used in a broad spectrum of industrial and everyday applications. Itaconic acid is generally produced from raw corn starch, including three steps. Surface tensions and densities of oxalic, malonic, succinic, maleic. Itaconic acid can react with acrylic and methacrylic acid or their esters to prepare resins which can be widely used in emulsion coating, leather coating, coatings for car, refrigerator and other electrical appliances to improve adhesion, color and weather resistance.
A novel itaconatebased surfactant, namely sodium noctyl sulfoitaconate diester sosid, has been synthesized from itaconic acid ia and noctanol by sulfonation and esterification reaction processes. Citric acid production by aspergillus niger and itaconic acid production by aspergillus terreus are two major examples of technical scale fungal fermentations based on metabolic overflow of primary metabolism. A series of novel itaconic acid based asymmetrical gemini surfactants containing two long alkyl chains, two selfsame nonionic groups along with an anionic moieties covalently attached by an itaconic acid spacer group polyoxyethylene laurinol ether sodium sulfoitaconate. Surface free energy components by polardispersion and. Ternary solution of sodium chloride, succinic acid and water.
Both organic acids are formed by the same metabolic pathway, but whereas citric acid is the end product in a. These materials might also improve the bioavailability of the therapeutic agent by 1 only releasing it at the site of absorption in the intestine once the ph in the gastrointestinal tract has increased above the pka of itaconic acid ia and the network has swollen, and 2 by increasing its residence time in the intestine through bioadhesive. Exploring saccharomyces cerevisiae to improve microbebased production of itaconic acid. This table highlights polardispersion and acidbase breakouts of surface free energy, as well as hansen solubility parameters and radius of interaction, for a variety of polymers. We extend our previous study of surface tension of ionic solutions and apply it to the case of acids and salts with strong ionsurface. The animals received a single oral dose of 1500 mgkg. Succinic acid and itaconic acid are two platform chemicals with very similar molecular structures, distinguished. The pyrrole alkyalkone derivative which compounded by itaconic acid and aromatic diamine is good additive of lubricating agent,detergent,medicines or weed killer. Itaconic acid is a white colourless crystalline carboxylic acid obtained by the fermentation of carbohydrates and used in the manufacture of synthetic resins. It is a dicarboxylic acid and an olefinic compound. Process engineering of ph tolerant ustilago cynodontis for efficient.
Surface tension values of some common test liquids for surface energy analysis. Synthesis and characterization of sodium noctyl sulfoitaconate. These surfactants exhibit excellent properties of self. The name itaconic acid was devised as an anagram of aconitic acid, another derivative of citric acid. Itaconic acid is a naturally occurring bioactive monomer and is also derived from citric acid. The surface tension and the critical micelle concentration. It has a role as a fungal metabolite and a human metabolite. The effects of reaction temperature, reaction time, molar ratios of noctanol to ia and the catalyst dosage on the esterification were investigated. Itaconic acid, itaconic acid supplier, itaconic acid distributor, cas 97654, itaconic acid manufacturer, itaconic acid wholesale. Itaconic acid also called methylene succinic acid is a white crystalline carboxylic acid obtained by the fermentation of carbohydrates. Stars this entity has been manually annotated by the chebi team.