261 results about "Peptide synthesis" patented technology

The invention discloses a cyclic peptide compound as well as a preparation method and application thereof, belongs to the field of polypeptide synthesis and application, and particularly relates to full-protection peptide resin prepared by solid-phase synthesis. Carrying out cutting and monocyclization on the full-protection peptide resin to obtain monocyclic peptide; the monocyclic peptide is subjected to binary cyclization treatment to obtain a cyclic peptide compound Cyclo (His-Lys-Cys-Gly-His-Lys-Cys-Gly-, and a disulfide bond is in bridge connection with Cysamp; and the binary cyclization is cyclized under the action of iodine methanol and ascorbic acid. The cyclopeptide compound prepared by the invention has the advantages of low toxicity, good stability, good antioxidant effect and good anti-inflammatory effect, and the expression of type I collagen can be improved. Therefore, the invention has the advantages of low toxicity, good stability, good antioxidant effect and good anti-inflammatory effect, and can improve the expression of the type I collagen.

Crystalline forms of peptide fragments, methods for their preparation and their use in the preparation of peptides are provided. The crystalline compound of the present invention can be used as an intermediate having improved purity and physical properties for peptide synthesis.

The invention discloses a polypeptide pka15 with a function of inhibiting tumor cell proliferation and application of the polypeptide pka15. The amino acid sequence of the polypeptide pka15 with the function of inhibiting tumor cell proliferation is shown as SEQ ID NO: 1, the nucleotide sequence of the polypeptide pka15 is shown as SEQ ID NO: 2, and the polypeptide pka15 shows good tumor cell proliferation resistance and can be used for preparing drugs or reagents for inhibiting tumor cell proliferation. The polypeptide pka15 disclosed by the invention is simple to synthesize, easy to prepare on a large scale, low in immunogenicity, low in cost, remarkable in effect and convenient for subsequent clinical application and popularization, thereby having a wide application prospect.

The invention relates to a compound of formula (I) wherein X is selected from the group consisting of-O-(CH2) n-wherein n is 0 to 4, R1 and R2 are independently selected from the group consisting of C11-C25 alkyl groups, SP is a spacer, in particular selected from the group consisting of saturated C4-C8 alkyl groups, unsaturated C4-C8 alkyl groups and substituted or unsubstituted C6 aromatic compounds, in particular substituted C6 aromatic compounds are alkyl substituted C6 aromatic compounds, Y is a heteroatom, n is 0 to 4, and R1 and R2 are independently selected from the group consisting of C11-C25 alkyl groups, SP is a spacer, in particular selected from the group consisting of saturated C4-C8 alkyl groups, unsaturated C4-C8 alkyl groups, and substituted or unsubstituted C6 aromatic compounds, in particular substituted C6 aromatic compounds are alkyl substituted C6 aromatic compounds. L is a peptide synthesis linker, in particular selected from the group consisting of-O-and-NH-, L is a peptide synthesis linker, and m is 0 or 1, in particular m is 1.

The invention relates to the technical field of polypeptide synthesis, in particular to a synthesis method of retaglutide and the retaglutide prepared by the method. Comprising the following steps: synthesizing retaglutide side chain peptide resin through an Fmoc / tBu solid phase method; removing a Lys17 main chain protecting group Dde or Alloc, and sequentially coupling main chain protected amino acids or protected amino acid fragments to obtain retaglutide peptide resin; cracking the peptide resin by adopting an acidic mixed solution to obtain crude peptide; and performing HPLC (High Performance Liquid Chromatography) purification, salt conversion, concentration and freeze-drying on the crude peptide to obtain refined retaglutide. According to the retaglutide synthesis method provided by the invention, the purity of the obtained retaglutide product is greater than 99.0%, and the purity of a single impurity is less than 0.10%. The synthesis method is simple to operate, high in crude peptide purity, easy to purify and prepare, low in comprehensive synthesis cost and very suitable for industrial production.

The utility model relates to the technical field of peptide synthesis equipment, and discloses a microreactor-assisted peptide synthesis device, including a cleaning device, wherein a mixing device is arranged inside the cleaning device, wherein the cleaning device includes a box, wherein the upper end of the box is fixedly connected with a motor, the lower end of the motor is fixedly connected with a frame, the inner top wall of the frame is fixedly connected with an electric push rod, the lower end of the electric push rod is fixedly connected with a slider, and the two ends of the slider are fixedly connected with connecting rods. The microreactor-assisted peptide synthesis device is driven by a motor, and the motor drives the frame to rotate, and the frame drives a scraper to rotate through a slider and a connecting rod, and the scraper scrapes the solution adhered to the inner wall of the box, and by starting the electric push rod, the electric push rod pushes the slider to move downward, and the slider drives the scraper to descend through the connecting rod, so that the scraper rotates and descends, and scrapes the inner wall of the box, thereby achieving the effect of facilitating the scraping of the adhered solution and reducing the waste of raw materials.

The invention discloses a preparation method of a myeloid cell triggered receptor 2 protein polyclonal antibody and application of the polyclonal antibody in inhibition of renal fibrosis, and belongs to the technical field of medical molecular biology. The myeloid cell triggered receptor 2 protein is expressed by macrophages, and verification in the mechanism aspect is carried out on the protein; meanwhile, the polyclonal antibody is synthesized according to the polypeptide of the protein, then the effect of the antibody on treating the renal fibrosis is verified again, and a more targeted and personalized method is provided for diagnosis, treatment and management of the renal fibrosis and related kidney diseases.

A Solid Phase Peptide Synthesis (SPPS) device and method of using the same for manufacturing peptides is taught herein. The system comprises at least two reactors, each reactor including a quantity of SPPS resin. The reactors are positioned in series. A de-protecting agent is added to the first reactor and then transferred to the second and third reactors, in series, thereby operating to de-protect the protected N-group. Wash solvent is added to the first reactor and then transferred to the second and this operation repeated several times. Likewise, an amino acid activated ester solution is added, in series, to the first, second and third reactors, thereby operating to couple the amino acid to the de-protected N-group. Wash solvent is added to the first reactor and then transferred to the second and this operation repeated several times prior to the next cycle. The use of the reactors in series reduces the overall solvent required. Online LCMS is also used to monitor progress and identity of reactions happening within the solid phase resin particles.

Methods for predicting the outcome of production of peptides are provided, as well as methods for producing peptides or providing products comprising peptides, which uses said methods. The methods comprise providing a primary amino acid sequence for one or more peptides, and Provide ore or more metrics predicting the outcome of production of the one or more peptides by chemical synthesis using a machine learning model that has been trained to predict one or more metrics characterising the outcome of production of peptides using training data comprising training peptide primary sequences and measured metrics characterising the outcome of production of the training peptides by chemical synthesis. The measured metrics are metrics obtained after completion of the chemical synthesis process. Systems and products for performing the methods are also described.

The invention relates to a Bsmoc-protected lysine salt of formula (1X), e.g., a hydrochloric acid salt (n = 1, HY = hydrochloric acid). It further relates to a method of manufacturing Bsmoc-protected lysine derivatives, which employs the Bsmoc-protected lysine salt of formula (1X) and comprises the step of reacting the epsilon amino group of lysine with an 10 activated carboxylic acid derivative. Some of the obtainable Bsmoc-protected lysine derivatives with their side chain modification are useful as starting materials in solid phase peptide synthesis.

The invention discloses a synthesis method of tripeptide Fmoc-Pro-Pro-Pro-OH, belongs to the technical field of polypeptide synthesis, and particularly relates to Fmoc-Pro-Pro-Pro-OH prepared by a condensation deprotection reaction of a proline reagent and a proline derivative, the proline reagent comprises Fmoc-Pro-OH or Fmoc-Pro-Pro-OH, and the proline derivative is H-Pro-OtBu. An activating reagent is used in the condensation deprotection reaction, and the mass ratio of the usage amount of the Fmoc-Pro-OH to the usage amount of the activating reagent is 1: (0.1-0.9). Alkali is used in the condensation deprotection reaction, the alkali comprises an alcohol amine compound, the alcohol amine compound is prepared through the reaction of ethanolamine and ethyl 3-bromopyruvate, and the synthesis method of the tripeptide Fmoc-Pro-Pro-Pro-OH is high in yield and purity.

The invention discloses an intelligent polypeptide synthesis process optimization method, equipment and a medium. The method comprises the following steps: 1, loading and preprocessing experimental data of polypeptide synthesis; 2, generating all experimental condition combinations according to experimental data to form a reaction space; 3, converting experimental data into vectorization features; 4, training a Gaussian process regression model based on vectorization features; 5, predicting a potential result corresponding to each group of experimental condition combination in the reaction space according to the Gaussian process regression model; candidate experiment parameters of the next round of experiment are screened out from the potential results according to a Bayesian optimization algorithm; 6, the candidate experiment parameters are applied to an actual experiment, a verification experiment is executed through a microreactor synthesis verification platform, and an experiment result is obtained; and 7, feeding back an experimental result to the Gaussian process regression model, updating model parameters, repeating the steps 5-7 for optimization until an experimental target is met, and outputting an optimal experimental result. According to the invention, efficient optimization of the polypeptide synthesis process can be realized.

The invention discloses an automatic polypeptide editing and synthesizing platform and an automatic synthesizing method. The automatic polypeptide editing and synthesizing platform comprises a working platform, and a synthesizing mechanism, a nitrogen blowing and liquid sucking mechanism, an automatic liquid injecting mechanism, a separating and detecting mechanism, a freezing treatment mechanism, a shaking table mixing mechanism, a centrifugal mechanism, a test tube rack mechanism and an enzyme labeling mechanism are arranged on the working platform; the mechanical arm mechanism is used for operating and synthesizing polypeptide; after the synthesis mechanism synthesizes a sample, the mechanical arm mechanism grabs a test tube from the test tube rack mechanism and receives the sample from the automatic liquid injection mechanism, and the sample is automatically operated and processed among the corresponding mechanisms; wherein the nitrogen blowing and liquid suction mechanism, the automatic liquid injection mechanism, the separation and detection mechanism and the enzyme labeling mechanism can be matched with the mechanical arm mechanism to automatically process samples. According to the structure, the whole process from polypeptide synthesis, purification, freeze-drying, dissolving agent filling, dialysis, centrifugal concentration to final elisa instrument characteristic testing can be completed on a unified platform.

An extracellular vesicle-modified metal implant with immunoregulatory and osteoinductive dual functions achieved through use of mussel-derived adhesion peptides and azidylated extracellular vesicles o

The invention relates to the technical field of biological medicine manufacturing, in particular to an environment-friendly and efficient Difelikefalin preparation method. According to the method, a solid-phase peptide synthesis technology is adopted, and the core is that a green mixed solvent system composed of 2-methyltetrahydrofuran and cyclopentyl methyl ether is used for comprehensively replacing traditional toxic solvents such as DMF and DCM. The method comprises the steps of resin swelling, Fmoc deprotection, amino acid coupling, peptide chain cutting, purification and freeze drying, a piperidine / 2-MeTHF solution is adopted in the deprotection, an optimized HATU / DIPEA activation system is adopted in the coupling reaction, a TFA / 2-MeTHF / water mixed solution is adopted in the cutting, and an ethanol-water chromatographic system is adopted in the purification. According to the invention, closed-loop circulation of the solvent is also realized, and 2-MeTHF and CPME are purified through rotary evaporation and reused in the synthesis process. According to the method, high purity and high yield of the product are guaranteed, production toxicity and environmental hazards are remarkably reduced, and the method has excellent industrial application prospects.

The invention relates to the technical field of polypeptide synthesis, and particularly discloses a microwave synthesis method of Angiopep-2. The molecular formula of the Angiopep-2 polypeptide is as shown in formula I in the specification. The method adopts a solid phase polypeptide synthesis strategy and comprises the following steps: (1) coupling Fmoc-Tyr (tBu)-OH to a resin carrier; (2) under the assistance of a microwave synthesizer, sequentially coupling Fmoc protected amino acids from a C end to an N end according to an Angiopep-2 sequence (TFFYGGSRGKRNNFKTEEY, so as to obtain full-protection peptide resin; (3) cracking the resin by using a cracking solution to obtain crude peptide; and (4) purifying through reversed-phase preparative chromatography to obtain the refined peptide. According to the method, the synthesis time is remarkably shortened, the synthesis efficiency is improved, the solvent consumption is reduced, the operation is simple and convenient, the repeatability is high, and the method is suitable for process optimization and large-scale production of Angiopep-2.

The invention discloses a method for synthesizing dipeptide Fmoc-Leu-Aib-OH, and belongs to the field of polypeptide synthesis, the specific preparation method comprises the following steps: under the action of organic alkali and an activating reagent, Fmoc-Leu-OH and H-Aib-OH react to obtain the dipeptide Fmoc-Leu-Aib-OH; the activating reagent comprises at least one of N, N, N ', N'-tetramethyl chloroformamidine hexafluorophosphate, 2-(7-azabenzotriazole)-N, N, N ', N'-tetramethyl urea hexafluorophosphate and benzotriazole-1-yl-oxytripyrrolidinyl phosphorus hexafluorophosphate, and the organic base comprises at least one of N-methylimidazole, N, N-diisopropylethylamine and pyridine. The dipeptide Fmoc-Leu-Aib-OH prepared by the preparation method disclosed by the invention is high in yield, high in purity and high in raw material conversion rate.

The utility model belongs to the field of polypeptide synthesis, and provides a multi-row reaction device for polypeptide synthesis, which comprises a reaction box, a storage component and a swing component, a box cover is hinged on the reaction box, a plurality of rotating shafts are rotatably connected in the reaction box, the storage component is arranged in the middle of the rotating shafts, and a reaction column is arranged in the storage component. A swinging assembly is arranged on the outer side of the reaction box and is used for driving the multiple groups of rotating shafts to rotate to drive the reaction column to swing; the reciprocating driving piece is matched with the T-shaped frame, the T-shaped frame can be driven to drive the row teeth to continuously and transversely reciprocate under the combined action of the motor, the rotating disc and the push column, the row teeth are meshed with the gears to drive the reaction columns to shake left and right, polypeptide synthesis reaction is promoted, reaction efficiency is improved, energy consumption and mechanical abrasion are reduced, and the service life of the reaction columns is prolonged. The push column is adjustably mounted on the turntable through the positioning piece, so that the shaking amplitude of the reaction column can be adjusted as required, and the operability is relatively high.

The invention relates to a chemoenzymatic synthesis method of a high-glucose-type homogeneity mucoprotein core structural domain. The method comprises the following steps: firstly, catalytically synthesizing a key alpha-linked glycosylated amino acid block Fmoc-GalNacalpha-Ser / Thr-OH at a low temperature (-20 DEG C to 0 DEG C); then assembling the building blocks on a repeated polypeptide skeleton rich in proline, serine and threonine at accurate intervals (3-5 amino acid residues) through a solid-phase peptide synthesis technology to form a'sugar chain growth scaffold '; then, a series of high-specificity glycosyl transferases are used for carrying out sequential and directional sugar chain enzymatic extension on the scaffold, and a uniform core structure (such as a core type 3) is constructed; and finally, performing high-efficiency purification by a three-step series method of size exclusion chromatography, ion exchange chromatography and lectin affinity chromatography. The technical bottleneck of inhomogeneity (lt, 70%) of glycoforms in a traditional method is overcome, the mucoprotein core fragment with glycoform homogeneity larger than or equal to 95% and bioactivity highly similar to that of natural mucoprotein can be prepared on a large scale, and the method has wide application prospects in the biomedical fields of mucous membrane protective agents, drug delivery carriers and the like.

This invention relates to the field of peptide synthesis technology, specifically to a type of composition containing long-chain alkane for peptide synthesis and a method for preparing peptides. The composition includes peptide synthesis material A and material B; the general structural formula of peptide synthesis material A is Lca-K-L-AA or L... a -AA; where Lca contains long-chain alkyl and / or long-chain alkenyl groups, L is a polypeptide linker that does not contain long-chain alkyl or long-chain alkenyl groups, and K is an organic fragment or group used to link Lca and L; L a The material B is a polypeptide linker containing long-chain alkyl and / or long-chain alkenyl groups, where AA is an amino acid residue or a peptide containing fewer than 10 amino acid residues; the structure of material B contains long-chain alkyl and / or long-chain alkenyl groups. The compositions of this invention are applied to the synthesis of polypeptides, enabling the use of soluble carbon-based supports for solid-phase polypeptide synthesis.

The invention belongs to the field of polypeptide synthesis and relates to a soluble hydrazino functionalized carrier as well as a preparation method and application thereof. Wherein the structural formula of the soluble hydrazino-functionalized carrier is shown as a formula I. The soluble hydrazino-functionalized carrier is combined with a micro-channel modular reaction device to perform liquid-phase synthesis of Heterophyllin B through a hydrazide method, and compared with a conventional solid-phase synthesis route, the dosage of amino acid is reduced by 60% or above, the dosage of a condensation reagent is reduced by 50% or above, and the yield of the Heterophyllin B is improved. The use amount of the solvent is reduced by 85% or more, and the total yield of the final product Heterophyllin B is also improved by 45%. In conclusion, compared with a conventional solid-phase synthesis method and a large lactamization strategy depending on a coupling reagent, the hydrazide method disclosed by the invention for liquid-phase synthesis of the Heterophyllin B has obvious environmental protection advantages and cost advantages. # imgabs0 #

The invention relates to the technical field of polypeptide synthesis, and provides a preparation method of semaglutide, which comprises the following steps: gradually coupling a liquid phase and a solid phase to obtain a fragment 1: Boc-His (trt)-Aib and a fragment 3: tBuO-Ste-Glu (AEEA-AEEA-OH)-OtBu, activating the fragment 3, carrying out coupling reaction on the fragment 3 and lysine side chain amino in a fragment 2: Arg34GLP-1 (9-37) protected by a terminal glutamic acid amino group, namely deprotecting P = FMOC to obtain an intermediate I, and purifying to obtain the semaglutide. Coupling the fragment 1 with the intermediate II to obtain an intermediate II, cutting, precipitating, separating, purifying and freeze-drying to obtain a semaglutide product; according to the present invention, based on the reaction rate of the different combination modes of the three fragments and the preparation of the recombinant main chain GLP-1 (9-37), the reaction process of the semaglutide is short, the yield is high, the purity is good, the semaglutide is green and environmentally friendly, and the industrial preparation of the semaglutide is easily achieved.

The present invention relates to a method for preparing peptides via solid-phase peptide synthesis, and in particular, to a method for deprotecting R-AA-(AA) n -PF, which is an Fmoc-protected amino acid building block linked to a resin.

The invention relates to the technical field of polypeptide synthesis, discloses a semaglutide large-fragment coupling process based on an SPPS-LPPS mixing method, and aims to solve the problems that an SPPS fragment is easy to fold and the LPPS coupling efficiency is low when semaglutide is synthesized by an existing SPPS-LPPS mixing method. SPPS is adopted for solid-phase synthesis of a semaglutide 1-21 site fragment I and a semaglutide 22-31 site fragment II, and the fragment quality is guaranteed through optimization of a solid-phase carrier, staged conformation washing and differential activation; according to the method, peptide chain folding and activating agent hydrolysis can be inhibited, the coupling efficiency and the fragment utilization rate can be improved, the purity of a coupling intermediate can be guaranteed, meanwhile, the process stability and economical efficiency can be enhanced, and the industrial production requirements of semaglutide can be met.

The present invention relates to processes for obtaining glucagon-like-peptide-2 (GLP-2) analogues, such as glepaglutide. In particular, the processes described herein use a multi-step purification method of GLP-2 analogues synthesized by solid phase peptide synthesis (SPPS).

The present invention is directed to a method of peptide synthesis, the method comprising reacting a compound of formula (I), or a salt thereof, with a carbodiimide reagent to form an O-acylisourea intermediate; reacting the O-acylisourea intermediate with an additive to form an activated ester; and reacting the activated ester with an amino-containing moiety, which is an amino acid, peptide, or salt thereof, containing an amino group, wherein the amino group forms an amide bond with the carbonyl marked with an * in formula (I), wherein the compound of formula (I) has the structure: TIFF2026501761000047.tif61170 formula (I) where R 1 and R 2 is as defined in the present disclosure. The present invention is also directed to compounds of formula (III) or salts thereof as defined in the present disclosure.

A safety-catch linker for solid phase peptide synthesis (SPPS) is provided, having a chemical structure according to Formula I:wherein R1 and R2 are each independently selected from hydrogen and methyl; R3 is absent or phenyl; and n is 0 or 1. Also provided are methods of synthesizing the linker, methods of solid phase peptide synthesis (SPPS) of a target peptide employing the resin-bound linker, and kits for SPPS.

The application discloses a kind of double S-alkyl isothiourea derivatives, its preparation method and application, belong to biochemical technical field.The double S-alkyl isothiourea derivative is the compound shown in general formula 1 or its pharmaceutically acceptable salt, in formula, R is saturated alkane or unsaturated alkane;X is any one of i, ii and iii;I is branched C1-C 20 Saturated alkane or straight-chain C1-C 20 Saturated alkane;II is unsaturated alkane;III is heteroatom-substituted alkane.The application further discloses a preparation method and application of the above-mentioned double S-alkyl isothiourea derivative, a stapled peptide and a preparation method thereof.The double S-alkyl isothiourea derivative of the application can be used for stapled peptide synthesis, and the obtained stapled peptide containing guanidyl structure has the advantages of good water solubility and strong membrane permeability in addition to various advantages of traditional all-carbon hydrogen stapled peptide in polypeptide structure modification.

The invention belongs to the technical field of polypeptide synthesis and biological medicine, and particularly relates to a polypeptide PM7 and application thereof in prevention and treatment of thrombus. An original polypeptide is obtained from a transcriptome of salivary glands of poecilobdella manillensis, a truncated polypeptide is intercepted from the original polypeptide, and the truncated polypeptide can be combined with a binding site of fibrinogen of thrombin to intervene the activity of thrombin, so that {d-Phe}-PRP is added at the N end of the truncated polypeptide, and the activity of the thrombin is further intervened. The {d-Phe}-PRP and the truncated polypeptide are connected through a connecting polypeptide, and the polypeptide PM7 is obtained; the polypeptide PM7 has the activity of inhibiting thrombin, the half-life period in vivo is shorter, the safety is high, and the effect of preventing and treating thrombus is achieved.

The invention relates to the technical field of polypeptide preparation, in particular to a solid-phase polypeptide synthesis system and method. The system comprises a flow path switcher, an injection pump, a reagent converging part, a pre-activation reaction module and a coupling reaction module, wherein the flow path switcher comprises a multi-channel switching valve. When the system disclosed by the invention is used for synthesizing the polypeptide, the reaction efficiency is remarkably improved, the use equivalent of amino acid is reduced, the yield and purity of the polypeptide are improved, and long-difficult peptides and modified peptides can be synthesized on a relatively large scale.