43 results about "Mandelonitrile" patented technology

The invention heterocyclic-sulfur fused naphthalenetetracarboxylic acid diimide derivatives, a preparation method and application thereof. In the preparation method, 2,3,6,7-tetrabromo-naphthalene diimide reacts with 2-alkyl cyanoacetate-ethylene-1,1-dithiol sodium salt, 2-mandelonitrile-ethylene-1,1-dithiol sodium salt or 2-(4-phenylacetonitrile bromide)-ethylene-1,1-dithiol sodium salt to prepare 1,3-heterocyclic-disulfide fused naphthalenetetracarboxylic acid diimide derivatives; and the 2,3,6,7-tetrabromo-naphthalene diimide reacts with 1,2-dicyanoethylene-1,2-dithiol sodium salt to prepare 1,4-dithiin cyclohexadiene-2,3-dinitrile fused naphthalenetetracarboxylic acid diimide derivatives, which further reacts to prepare alpha,beta-dicyanothiophene fused naphthalenetetracarboxylic acid diimide derivatives. The compounds are n-type organic semiconductor materials, and have wide application prospect in the field of organic electronics (organic field effect transistors, organic solar cells and the like).

The invention discloses a new nitrilase and gene thereof, a recombinant expression vector and a recombinant expression transformant containing the gene, a method for preparing the recombinant nitrilase or microbial cell containing the recombinant nitrilase by use of the recombinant expression transformant, and application of the microbial cell in dehydrating ortho-chlorine mandelonitrile or other analogues and producing chiral ortho-chlorine mandelonitrile or other analogues. The recombinant nitrilase disclosed by the invention comes from Labrenzia aggregate and can be used as a catalyst for dehydrating and splitting ortho-chlorine mandelonitrile or other analogues; and the recombinant nitrilase has the advantages of high catalysis efficiency, strong enantioselectivity, mild reaction conditions, environmental friendliness and the like.

The invention provides a nitrilase gene coding nitrilase, a recombinant vector containing the gene, a recombinant gene engineering bacteria obtained by converting the recombinant vector and application thereof in preparing recombinant nitrilase. The nitrilase gene can be connected with an expression vector for construction to obtain endoenzyme expression recombinant plasmid containing the gene or secretion expression recombinant plasmid, and then the endoenzyme expression recombinant plasmid containing the gene or the secretion expression recombinant plasmid is respectively and correspondingly converted to a colibacillus bacterial strain to obtain recombinant colibacillus; the recombinant colibacillus contains recombinant nitrilase and can recombine colibacillus into an enzyme resource for biological catalysis and conversion. The recombinant nitrilase serves as the enzyme for conversion, and racemisation mandelonitrile, acrylonitrile, iminodiacetonitrile or 2,2-dimethylcyclopropane carbonitrile and the like serve as a substrate for converting to react and prepare corresponding R-mandelic acid, crylic acid, iminodiacetic acid or chiral 2,2-dimethylcyclopropane formic acid and the like.

The invention relates to a Schiff base compound based on tetraphenylethylene and mandelonitrile as well as a preparation method and an application of the Schiff base compound. Compared with common Salen type mandelonitrile fluorescent probe structures, probe structures in the type have excellent red fluorescent behaviors and excellent solid state (state of aggregation) efficiency, realize selective recognition and imaging of specific structures in cells, have better responsiveness to anions, cations and pH values, thereby having extremely broad application prospect in the fields of biology, medical treatment, health and monitoring.

The foliage and stems of plant species from the family Rosaceae, genus Prunus, yield natural pesticides when macerated. Hydrodistillation of macerated plant biomass yields a concentrated solution of organic volatile compounds that act synergistically as a natural pesticide. Volatile compounds liberated from Prunus biomass include 2-propanol, hexanal, trans-2-hexenal, 1-hexanol, cis-3-hexenol, mandelonitrile, benzoic acid, benzaldehyde, benzyl alcohol, hydrocyanic acid and others. These compounds may be removed from the distillate and reformulated to form a standard concentrated solution, with benzaldehyde, mandelonitrile and hydrogen cyanide being the major components. The extracts may be used as a soil treatment or soil fumigant for soil-borne pests. They also may be formulated for application as solutions with or without a surfactant or formulated as powders for foliar treatment. In a particular application, such extracts may be applied to postharvest commodities such as fruits, vegetables, roots, grains and nuts to protect against certain fungi and insects.

The invention discloses a method for preparing medical intermediate (R)-o-chloromandelic acid through enzyme. A large amount of nitrilase expressed E. coli is obtained with genetic engineering and biological fermentation methods and produces (R)-o-chloromandelic acid directionally through hydrolysis of o-chloromandelic mandelonitrile racemate. According to the method, the cost of raw materials is low, the process is simple, the reaction condition is mild, the energy consumption is low, few reaction steps are adopted, no conventional toxic reagent participates in a reaction, the method is environment-friendly and pollution-free, the purity and the ee value of prepared (R)-o-chloromandelic acid are both higher than 98%, and the quality requirement of a drug intermediate is met.

The invention discloses a nitrilase mutant, gene, carrier, engineering bacteria and application in preparation of R-mandelic acid. The nitrilase mutant is obtained by carrying out site-specific mutagenesis on a 190th serine of an amino acid sequence shown in SEQ ID NO.2. The nitrilase mutant (with the amino acid sequence shown in SEQ ID NO.12) disclosed by the invention has the advantages that specific enzyme activity is improved by 3.0 times and enantiomer selectivity is increased to more than 99% from 94% compared with parent nitrilase (with the amino acid sequence shown in SEQ ID NO.2). Results show that the nitrilase mutant (with the amino acid sequence shown in SEQ ID NO.12) can completely hydrolyze 100mM mandelonitrile within 30min with a small amount of wet thalli (10g / L), and enantiomer selectivity is more than 99%, so that the nitrilase mutant disclosed by the invention can be applied to industrialized production of a medical intermediate R-mandelic acid.

The invention relates to a base sequence for coding nitrilase of alcaligenes, relating to a carrier comprising the base sequence and a transformant comprising the base sequence or the carrier, wherein the carrier comprises the base sequence, or a composite unit connecting the base sequence with a corresponding signal sequence. The invention also relates to an amino acid sequence coded by the base sequence, and further relates to a technical method for preparing single enantiomorph of mandelic acid and analogue thereof from corresponding mandelonitrile by utilizing the recombinant expression nitrilase as catalyst.

The invention provides a method for producing R-mandelic acid and derivates thereof by biocatalysis. The method comprises performing hydrolysis reaction in a reaction system which takes racemization mandelonitrile compound shown in formula (I) as the zymolyte, and nitrilase obtained by culturing bacillus foecalis alkaligenes (CCTCC No: M 208168) as the catalyst at 20-60 DEG C with pH being 8.0-8.5 to obtain chiral R-mandelic acid and derivates thereof shown in corresponding formula (II). The invention has the beneficial effects that the activity of strain bacillus foecalis alkaligenes is high, the dosage of thallus is little, the produced waste water in the reaction process is little, and pollution is less; the reaction conditions are mild and energy consumption is low; the cost is low, conversion rate is high and yield is high, and the invention is favorable for industrialized production of chiral R-mandelic acid and R-chloro mandelic acid.

The invention provides a method for producing R-mandelic acid with biocatalysis and separating and coupling method. The method comprises: adding alkaliteit anion exchange resin of 10-50g / L into a reaction system with racemic mandelonitrile as substrate and nitrilase as catalyst after reaction begins 0-1 hour to perform hydrolysis reaction with pH being 8.0-8.5 and temperature being 20-60 DEG C; when the concentration of substrate racemic mandelonitrile in the conversion system is low, further adding racemic mandelonitrile of 10-100mmol / L and alkaliteit anion exchange resin of 10-50g / L into the reaction system to perform hydrolysis reaction of next batch with the same conditions. The invention provides a method for efficiently producing R-mandelic acid, R-mandelic acid is prepared by nitrilase biocatalysis and separating and coupling technology, thus effectively removing inhibitory action of the product; resin is used for absorbing R-mandelic acid to perform coupling conversion, thus the catalysis yield of the nitrilase biocatalyst is greatly enhanced and sequential separation is facilitated; therefore, the inventive technology has good industrial application prospect.

The invention provides a method for biologically synthesizing (R)-(-)-mandelic acid. The method comprises the following steps: feeding mandelonitrile into a conversion liquid, reacting at the pH value of 6.0-9.0 at a temperature of 20-40DEG C for 20-24h, stopping feeding, and continuously reacting for 2-6h to obtain (R)-(-)-mandelic acid. The conversion liquid comprises E. coli engineering bacteria containing J2315 nitrilase. (R)-(-)-mandelic acid is prepared through a J2315 nitrilase and fed mandelonitrile combination technology, so the method has the advantages of simple process route, mild reaction conditions and no pollution, allows the (R)-(-)-mandelic acid accumulation concentration of a single batch reaction to reach 2.9M and the ee value to be greater than 97%, and has good industrial application prospect.

The foliage and stems of plant species from the family Rosaceae, genus Prunus, yield natural pesticides when macerated. Hydrodistillation of macerated plant biomass yields a concentrated solution of organic volatile compounds that act synergistically as a natural pesticide. Volatile compounds liberated from Prunus biomass include 2-propanol, hexanal, trans-2-hexenal, 1-hexanol, cis-3-hexenol, mandelonitrile, benzoic acid, benzaldehyde, benzyl alcohol, hydrocyanic acid and others. These compounds may be removed from the distillate and reformulated to form a standard concentrated solution, with benzaldehyde, mandelonitrile and hydrogen cyanide being the major components. The extracts may be used as a soil treatment or soil fumigant for soil-borne pests. They also may be formulated for application as solutions with or without a surfactant or formulated as powders for foliar treatment. In a particular application, such extracts may be applied to postharvest commodities such as fruits, vegetables, roots, grains and nuts to protect against certain fungi and insects.

A multilayer wiring substrate which is high in connection reliability is provided through process steps of forming more than one opening, such as a via-hole in a dielectric layer laminated on a substrate, and then applying uniform copper plating to a surface portion of the dielectric layer including the opening to thereby form a wiring layer. An electroless copper plating solution with at least one of mandelonitrile and triethyltetramine mixed therein is used to perform the intended electroless copper plating. An alternative process makes use of an electroless copper plating solution with chosen additives or “admixtures” containing at least on of mandelonitrile and triethyltetramine plus eriochrome block T along with at least one of 2,2′-bipyridyl, 1,10-phenanthroline, and 2,9-dimethyl-1,10-phenanthroline

The invention discloses a method for screening almond-flavored tea tree germplasm resources. The method comprises the following steps of selecting three parts of tea raw materials, wherein the two parts have the almond-flavored tea tree germplasm resources, and the rest part does not have the almond-flavored tea tree germplasm resources; weighing 50-70 mg of a sample, putting the sample into a grinding machine for grinding, taking out the sample, and carrying out ultrasonic extraction for 20-40 minutes; adding 100-300 [mu]L of chloroform into the sample, performing uniform mixing, adding water, performing uniform mixing, and carrying out ultrasonic extraction for 10-30 minutes; adding a methoxyamine hydrochloride pyridine solution into a glass-derived small bottle, carrying out vortex oscillation for 2 minutes, carrying out oximation reaction in a concussion incubator, taking out the sample, and placing the sample at the room temperature for 30 minutes; and collecting sample data to perform GC-MS metabonomics analysis. Through the technical scheme, the content of mandelonitrile in tea leaf metabolites can be rapidly analyzed, so that the screening work of the almond-flavored tea tree germplasm resources can be rapidly realized, and the working time of original 4-year breeding is greatly shortened.

A multilayer wiring substrate which is high in connection reliability is provided through process steps of forming more than one opening, such as a via-hole in a dielectric layer laminated on a substrate, and then applying uniform copper plating to a surface portion of the dielectric layer including the opening to thereby form a wiring layer. An electroless copper plating solution with at least one of mandelonitrile and triethyltetramine mixed therein is used to perform the intended electroless copper plating. An alternative process makes use of an electroless copper plating solution with chosen additives or “admixtures” containing at least on of mandelonitrile and triethyltetramine plus eriochrome block T along with at least one of 2,2′-bipyridyl, 1,10-phenanthroline, and 2,9-dimethyl-1,10-phenanthroline

This invention has disclosed a kind of producing method for DL-mandelic acid; comprising the steps of: cyanidation, mix benzaldehyde with acidity or alkaline catalyst, supplement water, add cyaniding hydrogen air or hydrocyanic acid solution, react to mandelonitrile; -hydrolysis, put mineral acid into the solution and hydrolyze, form hydrolysis solution contained DL-mandelic acid and mineral acid ammonium salts after hydrolysis entirety; -crystal, supplement water and cycle mother liquor into hydrolysis solution, crystallisate by cooling, centrifugal separate to find DL-mandelic acid coarse product and mother liquor contains DL-mandelic acid and mineral acid ammonium salts; mother liquor handling, adding inorganic basic substance, crystallisate by cooling after ordinary pressure or reduction concentrating, centrifugally get rid of mineral acid ammonium salts, the rest mother liquor recycle to hydrolysis procedure; DL-mandelic acid refining, dissolve DL-mandelic acid coarse product into water, add active carbon to decolor, filtrate, crystal, centrifugation and drying to gain DL-mandelic acid finished product whose yield is high and cost is low.

The invention relates to a base sequence for coding nitrilase of alcaligenes, relating to a carrier comprising the base sequence and a transformant comprising the base sequence or the carrier, wherein the carrier comprises the base sequence, or a composite unit connecting the base sequence with a corresponding signal sequence. The invention also relates to an amino acid sequence coded by the basesequence, and further relates to a technical method for preparing single enantiomorph of mandelic acid and analogue thereof from corresponding mandelonitrile by utilizing the recombinant expression nitrilase as catalyst.

The invention provides a nitrilase gene coding nitrilase, a recombinant vector containing the gene, a recombinant gene engineering bacteria obtained by converting the recombinant vector and application thereof in preparing recombinant nitrilase. The nitrilase gene can be connected with an expression vector for construction to obtain endoenzyme expression recombinant plasmid containing the gene orsecretion expression recombinant plasmid, and then the endoenzyme expression recombinant plasmid containing the gene or the secretion expression recombinant plasmid is respectively and correspondingly converted to a colibacillus bacterial strain to obtain recombinant colibacillus; the recombinant colibacillus contains recombinant nitrilase and can recombine colibacillus into an enzyme resource for biological catalysis and conversion. The recombinant nitrilase serves as the enzyme for conversion, and racemisation mandelonitrile, acrylonitrile, iminodiacetonitrile or 2,2-dimethylcyclopropane carbonitrile and the like serve as a substrate for converting to react and prepare corresponding R-mandelic acid, crylic acid, iminodiacetic acid or chiral 2,2-dimethylcyclopropane formic acid and the like.

The process of preparing DL-ortho-chloro mandelic acid includes the following steps: 1. the cyanidation reaction of o-chloro benzaldehyde and hydrocyanic acid in the molar ratio of 1 to 0.9-1.5 to produce o-chloro mandelonitrile at the temperature of -20 to +20 deg.c and in the presence of alkaline catalyst; 2. hydrolyzing the product via adding inorganic acid and heating to 20-120 deg.c; 3. eliminate ammonium chloride through adding toluene into the hydrolysate, heating for azeotropic dehydration to separate out ammonium chloride and filtering out ammonium chloride; and cooling the filtrate to crystallize and filtering to obtain crude DL-ortho-chloro mandelic acid product; and 4. refining crude DL-ortho-chloro mandelic acid product through dissolving in toluene and re-crystallizing to obtain qualified DL-ortho-chloro mandelic acid product. The present invention has lowered production cost and high yield.

The invention provides a method for producing R-mandelic acid and derivates thereof by biocatalysis. The method comprises performing hydrolysis reaction in a reaction system which takes racemization mandelonitrile compound shown in formula (I) as the zymolyte, and nitrilase obtained by culturing bacillus foecalis alkaligenes (CCTCC No: M 208168) as the catalyst at 20-60 DEG C with pH being 8.0-8.5 to obtain chiral R-mandelic acid and derivates thereof shown in corresponding formula (II). The invention has the beneficial effects that the activity of strain bacillus foecalis alkaligenes is high, the dosage of thallus is little, the produced waste water in the reaction process is little, and pollution is less; the reaction conditions are mild and energy consumption is low; the cost is low, conversion rate is high and yield is high, and the invention is favorable for industrialized production of chiral R-mandelic acid and R-chloro mandelic acid.

The invention provides a method for producing R-mandelic acid with biocatalysis and separating and coupling method. The method comprises: adding alkaliteit anion exchange resin of 10-50g / L into a reaction system with racemic mandelonitrile as substrate and nitrilase as catalyst after reaction begins 0-1 hour to perform hydrolysis reaction with pH being 8.0-8.5 and temperature being 20-60 DEG C; when the concentration of substrate racemic mandelonitrile in the conversion system is low, further adding racemic mandelonitrile of 10-100mmol / L and alkaliteit anion exchange resin of 10-50g / L into the reaction system to perform hydrolysis reaction of next batch with the same conditions. The invention provides a method for efficiently producing R-mandelic acid, R-mandelic acid is prepared by nitrilase biocatalysis and separating and coupling technology, thus effectively removing inhibitory action of the product; resin is used for absorbing R-mandelic acid to perform coupling conversion, thus the catalysis yield of the nitrilase biocatalyst is greatly enhanced and sequential separation is facilitated; therefore, the inventive technology has good industrial application prospect.

The invention discloses brevibacterium and a hydrolytic synthesis method of alpha-cyclo hexyl mandelic acid through nitrile and a derivative, which belongs to microbe technical field. A preservation number of brevibacterium sp.CCZU12-1 is CGMCCNo. 7042, and the brevibacterium is suggested to be classified and named brevibacterium sp.. alpha-cyclohexyl mandelonitrile and its derivative are taken as an initial raw material, a brevibacterium sp.CCZU12-1 resting cell is taken as a biocatalyst, and then the biosynthesis of alpha-cyclo hexyl mandelic acid and its derivative can be carried out under certain condition. The method provided by the invention has the characteristics of simple technical route, mild reaction condition and no pollution.

The invention discloses a new nitrilase and gene thereof, a recombinant expression vector and a recombinant expression transformant containing the gene, a method for preparing the recombinant nitrilase or microbial cell containing the recombinant nitrilase by use of the recombinant expression transformant, and application of the microbial cell in dehydrating ortho-chlorine mandelonitrile or other analogues and producing chiral ortho-chlorine mandelonitrile or other analogues. The recombinant nitrilase disclosed by the invention comes from Labrenzia aggregate and can be used as a catalyst for dehydrating and splitting ortho-chlorine mandelonitrile or other analogues; and the recombinant nitrilase has the advantages of high catalysis efficiency, strong enantioselectivity, mild reaction conditions, environmental friendliness and the like.

The invention discloses a nitrilase mutant, gene, carrier, engineering bacteria and application in preparation of R-mandelic acid. The nitrilase mutant is obtained by carrying out site-specific mutagenesis on a 190th serine of an amino acid sequence shown in SEQ ID NO.2. The nitrilase mutant (with the amino acid sequence shown in SEQ ID NO.12) disclosed by the invention has the advantages that specific enzyme activity is improved by 3.0 times and enantiomer selectivity is increased to more than 99% from 94% compared with parent nitrilase (with the amino acid sequence shown in SEQ ID NO.2). Results show that the nitrilase mutant (with the amino acid sequence shown in SEQ ID NO.12) can completely hydrolyze 100mM mandelonitrile within 30min with a small amount of wet thalli (10g / L), and enantiomer selectivity is more than 99%, so that the nitrilase mutant disclosed by the invention can be applied to industrialized production of a medical intermediate R-mandelic acid.

The invention discloses a method for preparing R-mandelic acid, and belongs to the technical field of preparation of mandelic acid. Commercial racemic mandelonitrile, immobilized nitrilase and commercial macroporous strongly-basic anion resin are used as raw materials and catalyzed to generate the R-mandelic acid; and the R-mandelic acid is obtained by elution, concentration, drying and crystallization. The optical purity of the R-mandelic acid product prepared by the method reaches 98 percent, the R-mandelic acid can be widely applied to synthesis of multiple medicinal intermediates, the yield of the R-mandelic acid reaches over 70 percent, and the utilization rate of the raw materials is high; and the production equipment is conventional, the reaction conditions are mild, material resources are fully utilized, 'three wastes' are not discharged, the production cost is low, and the method is favorable for environmental protection and is an environment-friendly method. The product prepared by the method can be widely applied in the industries of medicine, hygiene, dyes, health care and the like.

The foliage and stems of plant species from the family Rosacea, genus Prunus, yield natural pesticides when macerated. Hydrodistillation of macerated plant biomass yields a concentrated solution of organic volatile compounds that act synergistically as a natural pesticide, and as provided herein, also act synergistically as antimicrobial compounds. Volatile compounds liberated from Prunus biomass include 2-propanol, hexanal, trans-2-hexenal, 1-hexanol, cis-3-hexenol, mandelonitrile, benzoic acid, benzaldehyde, benzyl alcohol, hydrocyanic acid and others. These compounds may be removed from the distillate and reformulated to form a standard concentrated solution, with benzaldehyde, mandelonitrile and hydrogen cyanide being the major components. Provided herein are methods of using these pesticides as a broad-spectrum bactericide. Components of the extract may act alone or synergistically to control both gram positive and gram negative genera of bacteria.

The invention discloses a preparation method of mandelonitrile, which comprises the following steps: dissolving benzaldehyde in ethyl acetate, stirring with a sodium cyanide water solution with the pHvalue regulated by hydrochloric acid to react, standing for layering after the reaction is finished, and recovering ethyl acetate from the upper layer to obtain mandelonitrile. The method provided bythe invention has the characteristics and advantages of easily available raw materials, environment-friendly and safe reaction conditions, short reaction time, recyclable solvent, simple steps, highproduct yield, high purity and the like.

The invention discloses a mehtod for quickly detecting mandelic content. The method comprises the following steps: firstly adding a sodium lauryl sulfate (SDS) solution into a to-be-detected sample, and then adding a ferric chloride solution, oscillating and uniformly mixing, and then adding a potassium ferricyanide solution, and determining an absorbance value at 710nm by using an ultraviolet spectrophotometer after sufficiently developing; computing the mandelic acid concentration according to the absorbance value, determining to obtain the relative standard deviation and recovery rate as 0.36% to 0.62% and 96.51% to 99.69%. The method disclosed by the invention is simple in operation, quick, safe, cheap and precise, and has a certain application value in the mandelic acid content detection; and meanwhile, the method is a high-flux screening method of the activity of the nitrilase taking mandelonitrile, 4-hydroxy mandelonitrile and 2-chlorine mandelonitrile as substrate.