46 results about "Free thiol" patented technology

Embodiments herein generally relate to protein-based surface coatings. In some examples, disclosed embodiments relate to a process for synthesizing a protein-based surface coating, comprising conjugating acrylate or (meth-)acrylate monomer to serum albumin molecules. In at least one example, the conjugation step comprises: reducing native serum albumin molecules to produce free thiol groups; reacting the reduced serum albumin with (meth-)acrylate or acrylate monomers to react carbon-carbon double bonds with the free thiol groups; and inducing (meth-)acrylate or acrylate polymerization.

This invention discloses a biodegradable brush-shaped polymer drug carrier and its applications, belonging to the field of polymer compound technology. The brush-shaped polymer drug carrier is obtained by a click reaction between a polydisulfide backbone and cationic side chains. The polydisulfide backbone in its structure can undergo a special "sulfhydryl exchange" reaction with free thiol groups present on cell membrane proteins, directly carrying the nucleic acid drug into the cell through the cell membrane, thus completing the delivery of the nucleic acid drug. After entering the body, under the action of glutathione (GSH) which is abundant in the tumor cell cytoplasm, the polydisulfide backbone is broken and degraded, releasing the nucleic acid drug, which is suitable for the delivery of nucleic acid drugs.

The present invention relates to the technical field of tumor therapeutic drugs, and in particular to a composition of albumin and mercaptododecaborane and its application in the preparation of tumor therapeutic drugs. Its technical solution includes albumin, which is covalently coupled with mercaptododecaborane through the cysteine thiol group at position 34 to construct a nucleation site, and further point-loaded with mercaptododecaborane on the protein through the nucleation effect; the thiol group of the mercaptododecaborane is bound to the thiol group at position 34 of albumin cysteine through a disulfide bond. The present invention forms a nucleus by covalently coupling the free thiol group of albumin with mercaptododecaborane, and utilizes the nucleation effect to point-coat mercaptododecaborane, thereby avoiding the toxicity risks brought by organic solvents or chemical modifications in traditional solubilization methods, and effectively preventing oxidative degradation and free boron ion release, achieving pH-responsive targeted release, and significantly increasing the boron accumulation in tumor tissues, with both high stability, precise drug release, and low systemic toxicity.

The present disclosure relates to methods and kits for detecting a free thiol in a substrate as well as methods for quantifying the amount of free thiol in a substrate. In particular, the present disclosure provides a fluorescent Ellman assay for enhanced sensitivity of free thiol detection and quantification.

The invention belongs to the field of polymer composite materials, and relates to a polyimide aerogel coating material as well as a preparation method and application thereof. The invention provides a preparation method of a polyimide solution, which comprises the following steps: efficiently and quickly carrying out a catalyst-free thiol-alkynyl click polymerization reaction on a dithiol monomer and a diyne monomer under mild conditions to construct a uniform polymer network and obtain a high-uniformity polyimide dilute solution; and then forming a three-dimensional porous aerogel structure through coating, solvent exchange and normal-pressure drying. The prepared aerogel coating material can be used as an aerogel composite coating, a fireproof heat insulation fabric, a heat preservation fireproof coating, a heat management interface material and the like to be applied to the fields of new energy, special protective clothing, building heat insulation and fire prevention, electromagnetic shielding and the like. According to the method, the production process is simplified, the application range of the polyimide aerogel coating in a multifunctional composite material is widened, and the continuous production process of the polyimide aerogel coating is promoted.

The invention relates to a sulfhydrylated platinum nanoparticle, the surface of a metal platinum nanoparticle is modified and grafted with a sulfydryl polymer, and free sulfydryl on the surface of the sulfhydrylated platinum nanoparticle helps the nanoparticle to stay at a tumor site for a long time, so that the nanoparticle is convenient to cooperate with sensitization radiotherapy in a radiotherapy period, and the sensitization effect of the metal platinum in the tumor radiotherapy process is maximized; and the preparation method of the platinum thiolate nanoparticles is simple, and the platinum thiolate nanoparticles have obvious effects of retention in tumors and tumor radiotherapy sensitization, and have good application prospects.

The present invention relates to a method of preparing a modified protein composition by reaction with an oxidized phenolic compound under conditions of exposure and modification of the free thiol groups of beta-lactoglobulin. The resulting modified protein products have been found to have excellent performance in, for example, protein-rich beverage products, and have particularly been found to produce reduced levels of unpleasant odors during neutral pH sterilization heat treatments as well as during consumption of such beverage products.

The invention relates to the technical field of microcapsule preparation, in particular to a preparation method of a probiotic microcapsule. The preparation method comprises the following steps: mixing a probiotic suspension and a tris (2-carboxyethyl) phosphine solution, and carrying out a reduction reaction to obtain a thiolated probiotic suspension; and mixing the thiolated polysaccharide and the thiolated probiotic suspension, and carrying out a covalent ligation reaction to obtain the probiotic microcapsule. According to the preparation method disclosed by the invention, disulfide bonds on the surfaces of the probiotics are reduced into free mercaptan through simple chemical reaction, so that thiolated polysaccharide and the probiotics are covalently bound, and the polysaccharide and the probiotics are more firmly bound. The microcapsule prepared from the modified polysaccharide and the probiotics can also be combined with mucoprotein rich in the mucous layer of the intestinal tract to generate a catalyst-free thiol-disulfide exchange reaction, and colonization is carried out at the mucous layer in the intestinal tract, so that better intestinal disease treatment and probiotic benefits are generated.

The present invention relates to a method for preparing a modified protein composition under conditions in which the free thiol groups of β-lactoglobulin are exposed to and modified by a reaction with an oxidized phenol compound. The resulting modified protein product (e.g., a protein-rich beverage product) has been found to have excellent performance, and in particular, it has been shown to reduce the level of unpleasant odors during sterilization heat treatment at a neutral pH and when such beverage products are consumed.

The invention discloses a method for achieving firm hair dyeing and repairing mechanical properties of hair by using curcumin. The method of the invention is to pre-connect thiol groups by a pairing method with a hair dyeing auxiliary agent containing 2-aminoisothiazolidine hydrochloride, and then react with an auxiliary agent containing curcumin to achieve dyeing. The invention introduces free thiol groups into the hair, uses the free thiol groups to react with the conjugated double bond symmetrical structure of curcumin to generate covalent bonds, thereby improving the coloring ability and color fastness. At the same time, because the introduced curcumin has a symmetrical structure, it can combine with more thiol groups, supplementing the force lost by the breakage of disulfide bonds caused by hair dyeing and bleaching, and improving the mechanical properties of the hair.

Described herein are methods of characterizing free thiol species in a protein or peptide. For example, described herein are methods of using hydrophilic interaction chromatography (HILIC) in combination with one or more mass spectrometers to characterize free thiol species in a protein or peptide. Also described herein are methods for characterizing free thiol species in an antibody, such as a therapeutic antibody.

This invention relates to the field of microcapsule preparation technology, and more particularly to a method for preparing probiotic microcapsules. The invention involves mixing a probiotic suspension with a tris(2-carboxyethyl)phosphine solution and performing a reduction reaction to obtain a thiolized probiotic suspension. Then, a thiolized polysaccharide is mixed with the thiolized probiotic suspension and subjected to a covalent bonding reaction to obtain probiotic microcapsules. This invention uses a simple chemical reaction to reduce the disulfide bonds on the surface of probiotics to free thiols, enabling the thiolized polysaccharide and probiotics to covalently bind, resulting in a stronger bond between the polysaccharide and the probiotics. The microcapsules prepared from the modified polysaccharide and probiotics can also bind to the mucin-rich mucus layer in the intestinal lining, undergoing a catalyst-free thiol-disulfide exchange reaction, colonizing the mucus layer in the intestine, and producing better therapeutic effects for intestinal diseases and enhanced probiotic benefits.

This invention pertains to the medical field, specifically relating to a stable aqueous solution of an ester peptide drug. The stable aqueous solution comprises an ester peptide drug and an amino acid derivative, wherein the amino acid derivative contains free thiol groups. The peptide ester drug aqueous solution formulation provided by this invention can significantly reduce the growth rate of impurities in aqueous solution at 2-8°C. Its stability at 2-8°C is at least 12 months.

The application belongs to the field of antitumor drug preparation, and particularly relates to albumin binding and non-binding gemcitabine prodrugs, and a preparation method and application thereof. The acryloyl chloride gemcitabine prodrug is a compound formed by bridging gemcitabine and acryloyl chloride through an amide bond, and the two non-albumin binding prodrugs are compounds formed by bridging gemcitabine and 3-succinimidyl propionic acid / propionic acid through an amide bond. The ethylene group in the prodrug is a binding target for the free thiol group of the 34th cysteine on albumin, can be rapidly and specifically combined with albumin in the systemic circulation, and further forms an albumin prodrug complex. The complex can significantly improve the stability of gemcitabine in the systemic circulation, and prolong the systemic circulation time. The macromolecular prodrug strategy designed in the application can improve the delivery efficiency of chemotherapeutic drugs, improve the antitumor effect of chemotherapeutic drugs, and provides a new direction and new ideas for the delivery of chemotherapeutic drugs.

The present invention discloses a method for grafting monomers and polymer materials on keratin-containing materials to provide a covalent coating on the keratin-containing material. A mixture comprising a reducing agent is applied to a sample of keratin-containing material. Then, the sample of keratin-containing material comprises a plurality of free thiol groups. A monomer is applied to the sample of keratin-containing material. The free thiol groups react with the monomer to form a plurality of covalent bonds between the free thiol groups and the monomer. The reducing agent and the monomer may be applied separately, semi-simultaneously or simultaneously. The disclosed method may be performed with or without a catalyst. The disclosed method may be performed with or without an additive.

The invention belongs to the technical field of protein modification, and particularly relates to a preparation method of peanut-egg white coprecipitation protein. The peanut-egg white coprecipitation protein is prepared by using alkali dissolution and an isoelectric precipitation method. The result shows that when the ratio of the peanut protein to the egg white protein is 2: 1, the property of the prepared coprecipitation protein is optimal. The solubility and the free sulfydryl content of the hydrogel are respectively increased to 55.7% and 15.7 [mu] mol / g, and the gel strength and the water-holding capacity of the hydrogel are respectively increased to 911.9 g and 85.5%. The interaction force between gel molecules shows that the hydrophobic interaction is dominant and the disulfide bond is secondary, but the property of the gel is obviously influenced. According to the method, the defects that the peanut protein is poor in solubility and relatively low in free sulfydryl content can be overcome by adding the egg white protein, so that the strength, the water binding capacity and the like of the peanut protein gel are improved, and the industrial application range of the peanut protein is expected to be expanded.

The present invention discloses a hydrogel for gene therapy, comprising a vinyl functionalized nucleic acid inclusion compound and a thiol polymer which are cross-linked to form a three-dimensional network structure; the vinyl functionalized nucleic acid inclusion compound is obtained by electrostatic complexation of a vinyl macromolecular monomer and a nucleic acid nanocomposite; and the surface of the vinyl functionalized nucleic acid inclusion compound has an active double bond. The present invention also discloses a method for preparing a hydrogel for gene therapy. The process of the present invention is mild, and the hydrogel block is cross-linked by oxidizing the free thiol groups on the thiol polymer to form disulfide bonds. The process is mild and will not damage the embedded nucleic acid component; the nucleic acid loading capacity is high, and the nucleic acid nanocomposite particles form a vinyl macromolecular monomer coating layer on the surface through electrostatic complexation, which effectively improves the dispersion stability of the nucleic acid nanocomposite particles, and can be grafted onto the hydrogel skeleton to prepare a high nucleic acid loading gene therapy hydrogel.

The application discloses a kind of complex and its preparation method and application, including cysteine modified chitosan and peroxidase, and cysteine modified chitosan and peroxidase form stable complex;The complex provided by the application has good stability, and particle size is uniform;The complex described in the application has simple composition, and preparation and purification method are simple, production efficiency is high, it is helpful to batch production and popularization and application, cost can be controlled, and even with high concentration of the complex described in the application and eye drop is applied to mouse or rabbit eye surface, still cannot cause eyeball anomaly by safety experiment verification;The free thiol group on the surface of cysteine modified chitosan can increase the adhesion of complex on the ocular surface, so as to overcome the limitation of rapid clearance of ocular drug, significantly prolong the residence time of peroxidase on the ocular surface, greatly improve the feasibility of peroxidase in the field of dry eye treatment application.

The present invention is a quantum dot-containing composition which contains quantum dots that emit fluorescence in response to excitation light, and which is characterized in that the quantum dot-containing composition is a mixture of the quantum dots and a polymerizable polymer composition, and the surface of each quantum dot contains a surface coating layer having a siloxane bond. The content of free thiol groups contained in the surface coating layer is 4.0 mmol or less per 1 g of the quantum dots. As a result, provided are: a patterned quantum dot-containing composition which maintains quantum dot characteristics while improving stability and suppressing dark reactions such as thickening and residue generation; a method for producing the same; and a wavelength conversion member.

This invention belongs to the field of genetic engineering technology, specifically relating to a method for improving the stability of antibody-drug conjugates (ADCs) and cysteine-engineered antibodies. The invention provides a method for improving the stability of ADCs by mutating at position 14 of the first frame region of the antibody's light chain variable region to cysteine; the antibody includes Fab antibodies and / or single-chain antibodies. This invention performs a site-directed mutation at amino acid position 14 of the first frame region of the antibody's light chain variable region. This site is far from the antigen-binding interface, thus preserving antigen-binding activity while providing a modifiable free thiol group, and simultaneously reducing interchain mismatches caused by the traditional C-terminal tandem cysteine ​​residue.

This invention provides a method for preparing recombinant serum albumin with thiol preservation and conformational fidelity, relating to the field of recombinant protein preparation. Its key feature is the use of a dual protection system—low temperature and temperature control throughout the process, and specificity—to directionally protect the free thiol group at the Cys34 position and maintain the protein's native conformation. Combined with a two-stage purification process of first-stage ultrafiltration and second-stage chromatography, impurities and aggregates are efficiently removed. The final product is obtained through conformational locking and aseptic filtration. The advantages of this invention are: the recombinant serum albumin exhibits a Cys34 free thiol group retention rate ≥90%, purity ≥98%, and aggregate content ≤1%, demonstrating high activity, high stability, and high formulation compatibility. The process is animal-free, industrially scalable, and has high patent barriers, making it particularly suitable for high-end cosmetic raw materials.

The present invention relates to glycoconjugates, glycoconjugate immunogens and glycoconjugate vaccines comprising carbohydrate antigens coupled to immunogenic carrier proteins, or materials for detecting and screening the resulting antibodies. Improved methods for more directly and accurately conjugating carbohydrate antigens to free thiol groups of immunogenic carrier proteins are described, including "click chemistry" methods based on photocatalyzed thiol-ene reactions.

The current invention describes novel multi-functionalised active agent of Structure I wherein, FG and FG' are capable of covalently binding two adjacent free thiols present in keratin for permanent straightening of hair and R is a spacer molecule. Further, the invention covers a composition containing the active agent, a reducing agent and atleast one cosmetically acceptable excipient. Furthermore, the invention provides a single-step and two-step process for permanent straightening of hair comprising application of a composition containing a reducing agent followed by the application of second composition containing the active agent of structure I. Moreover, the invention provides a single-pack composition containing the active agent and reducing agent and a two-pack composition containing the active agent and reducing agent

The application discloses a kind of small ice wheat dough and gluten protein by enzyme modification, comprising the following steps: different adding amount Xyn, β-Glu small ice wheat dough preparation;Xyn, β-Glu and Xyn+β-Glu different adding amount on the texture determination of small ice wheat dough;Xyn, β-Glu and Xyn+β-Glu different adding amount on the determination and analysis of free thiol and disulfide bond of small ice wheat dough;Xyn, β-Glu and Xyn+β-Glu on the determination and analysis of thermal characteristics of small ice wheat dough;Xyn, β-Glu and Xyn+β-Glu on the determination and analysis of dynamic rheology and creep-recovery of small ice wheat dough;Xyn, β-Glu and Xyn+β-Glu on the influence analysis of small ice wheat gluten;Three kinds of different adding amount of enzyme all have significant difference (P<0.05) on the texture parameter of dough, the influence law of different adding amount of Xyn, β-Glu and Xyn+β-Glu on dough is basically identical, and hardness and chewiness present the trend of first falling and then rising with the increase of adding amount, wherein the hardness of 4mg / kg Xyn+40mg / kg β-Glu decreases most obviously, is 776.873±31.969g, and is reduced by 24.89% compared with small ice wheat dough without adding enzyme.

Embodiments described herein relate to devices, and methods for quantifying thiol content in a sample containing a mixture of proteins or protein isoforms. The method includes conjugating a portion of the sample with free thiol detection binders, separating the contents in the portion of the sample into separated protein isoforms, detecting fluorescence signals associated with each separated protein isoform, and quantifying, based on the fluorescence signals, a relative amount of free thiol associated with each separated protein isoform. In some instances, the method includes quantifying the amount of each separated protein isoform based on absorbance signals associated with each separated protein isoform. In some instances, the fluorescence and / or absorbance signals associated with protein isoforms conjugated with detection binders can be compared with the corresponding signals associated with unconjugated protein isoforms. In some instances, the method further includes applying a reducing agent and quantifying total-thiol content in the sample.

The invention belongs to the technical field of antibody-oligonucleotide conjugate preparation, and particularly relates to an antibody-oligonucleotide conjugate drug and a preparation method thereof. The structural formula of the antibody-oligonucleotide coupling medicine is as follows: Ab-(L-D) n, ab represents an antibody and is selected from a mutated IgG antibody or a Fab antibody; d represents an oligonucleotide drug; l represents a connecting unit for connecting the Ab part and the D part, and is selected from maleimide-activated polyethylene glycol; and n represents the number of connecting units and is selected from 1 or 2. According to the present invention, the amino acid residue at the specific site is subjected to cysteine substitution mutation to obtain the antibody having the free sulfydryl group and the functional activity of which is not affected, such that the specific reaction site is provided for the oligonucleotide drug having the maleimide group, the drug binding position can be effectively controlled, and the drug binding efficiency is improved. The directed, controllable and efficient coupling of the antibody and the oligonucleotide drug is realized, and the homogeneity of different batches of drugs and the batch production stability are favorably improved in production.

The present invention pertains to a method of preparing modified whey protein compositions by gentle oxidation under conditions that expose and selectively oxidize free thiol groups of beta-lactoglobulin. The resulting modified whey protein product has been found to have an excellent performance in e.g. protein-rich beverage products and has particularly been found to give rise to a reduced level of unpleasant odours during sterilizing heat-treatments at neutral pH and during consumption of such beverage products.

This invention discloses an oligomeric wheat peptide and its preparation method, belonging to the field of plant peptide technology. The method uses wheat bran as raw material, which undergoes extrusion puffing and ultrafine grinding pretreatment, followed by alkaline extraction combined with amylase hydrolysis to obtain a wheat bran protein extract. Subsequently, it undergoes low-temperature controlled denaturation pretreatment, followed by freeze-thaw cycles to partially unfold the protein. Cysteine ​​is added as a conformation-locking agent to form reversible mixed disulfide bonds with exposed free thiol groups to stabilize the metastable conformation. Then, site-specific enzymatic hydrolysis is performed in an ultrasound-assisted enzyme membrane reactor, with ultrafiltration separating the oligopeptides in real time. Finally, electrodialysis desalination, nanofiltration concentration, and spray drying yield high-purity wheat bran oligomeric wheat peptides with gastric mucosal protective activity. This invention achieves high-value utilization of wheat bran components, with a green and efficient process, and produces peptides with high uniformity and strong activity, significantly improving the quality and market competitiveness of wheat peptide products.

The invention discloses a preparation method of a PD-L1 remodeling probe, and belongs to the technical field of probe preparation. Dissolving galactose oxidase containing free sulfydryl in a phosphate buffer solution; the preparation method comprises the following steps: adding NHS-polyethylene glycol 1000-maleimide into galactose oxidase, and mildly stirring at room temperature to obtain a mixed solution; transferring the mixed solution into a dialysis membrane, and dialyzing with a phosphate buffer solution for 12-16 hours; after dialysis is completed, adding a peptide fragment, reacting at room temperature to promote the reaction of NHS ester and amino of the peptide fragment, and finally generating a peptide-polyethylene glycol 1000-galactose oxidase covalent complex; the covalent complex is analyzed through lauryl sodium sulfate-polyacrylamide gel electrophoresis, if the molecular weight of a band is increased and migration occurs, the complex is successfully coupled, and the PD-L1 remodeling probe is obtained. The PD-L1 remodeling probe prepared by the invention can be used for specifically and efficiently oxidizing galactose / N-acetylgalactosamine residues at the tail end of PD-L1 to generate aldehyde groups so as to be subjected to biological orthogonal reaction with hydrazide groups.

The invention belongs to the technical field of solar cells, and relates to an oil-soluble zinc oxide dispersion liquid as well as a preparation method and application thereof, during preparation, thiol and organic phosphine compounds are bonded with Zn element to form a stable ligand, the ligand can be dispersed in an oily dispersion medium, free thiol on zinc oxide nano-particles can be dispersed in an oily dispersion medium, and the zinc oxide nano-particles can be dispersed in an oily dispersion medium. And the organic phosphine compound is coordinated with Pb on the perovskite, so that the purpose of passivating the perovskite is achieved, the performance of the perovskite solar cell is improved, and the service life of the perovskite solar cell is prolonged. The prepared zinc oxide dispersion liquid can be stably stored for more than one year under the condition of room temperature, great convenience is provided for wide application of the zinc oxide dispersion liquid in industrial production due to the characteristic, and the application potential of the zinc oxide dispersion liquid in high-precision and high-efficiency manufacturing processes such as ink-jet printing, ultrasonic spraying and slit coating is expanded; and new vitality is injected for the development of the field of new energy materials.