Solid-phase synthesis method for gonadotropin-releasing hormone (GnRH) castration vaccine

A technology for solid-phase synthesis and castration vaccine, which can be used in chemical instruments and methods, medical preparations containing active ingredients, pharmaceutical formulas, etc., and can solve the problems of poor product quality and high impurity content.

Active Publication Date: 2014-02-05
NINGBO SANSHENG BIOLOGICAL TECH CO LTD
View PDF7 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] Aiming at the problems of high impurity content and poor product quality in the process of preparing para...

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Solid-phase synthesis method for gonadotropin-releasing hormone (GnRH) castration vaccine
  • Solid-phase synthesis method for gonadotropin-releasing hormone (GnRH) castration vaccine
  • Solid-phase synthesis method for gonadotropin-releasing hormone (GnRH) castration vaccine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] The GnRH peptide chain in this example is: p-Glu-His-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-Gly-Gln-His-Trp-Ser-Tyr-D-Ala-Leu-Arg -Pro-Gly-Cys-Lys-NH 2 .

[0068] In this embodiment, the GnRH parallel body and the vaccine synthesis method are as follows:

[0069]

[0070] Synthesis of GnRH Conjugates

[0071] Using MBHA resin as a carrier resin, dichloromethane was swollen for more than 3 hours, and coupled with Fmoc-Lys(BOC)-OH, and Lys was coupled to MBHA resin to obtain Fmoc-Lys(BOC)-MBHA Resin. The method is: react 3eq of Fmoc-Lys(Fmoc)-OH with 3eq HOBT, 3eq of DIC and 1.5eq of NMM, the reaction solvent is anhydrous DMF, and the reaction time is 1.5h.

[0072] In the presence of 20% piperidine and DMF, the protecting group Fmoc of Lys was removed to give NH 2 -Lys-MBHA Resin.

[0073] In the presence of catalyst and coupling agent DIC+NMM+HOBT, the two side chains of Lys are coupled with Fmoc-rink amide linker respectively, the method is: 6eq of Fmoc-Rink amid link...

Embodiment 2

[0086] In this embodiment, the GnRH peptide chain is:

[0087] p-Glu-His-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-Lys-Gln-His-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-Lys-Cys-Gly- NH 2

[0088] In this embodiment, the GnRH parallel body and the vaccine synthesis method are as follows:

[0089] Synthesis of GnRH Conjugates

[0090] The MBHA resin is used as a carrier resin to carry out a coupling reaction with Fmoc-Lys(BOC)-OH, and the Lys is coupled to the MBHA resin to obtain Fmoc-Lys(BOC)-MBHA Resin. In the presence of 20% piperidine and DMF, the protecting group of Lys was removed to give NH 2 -Lys-MBHA Resin.

[0091] In the presence of catalyst and coupling agent DIC+NMM+HOBT, Fmoc-rink amide linker is coupled to the two side chains of Lys respectively, and then the protecting group is removed to obtain:

[0092]

[0093] Gly and Cys were coupled sequentially, and then other amino acids were sequentially coupled according to the above peptide chain structure in this example, so as to ...

Embodiment 3

[0102] In this embodiment, the GnRH peptide chain is:

[0103] p-Glu-His-Trp-Ser-Tyr-D-Lys-Leu-Arg-Pro-Gly-Gln-His-Trp-Ser-Tyr-D-Lys-Leu-Arg-Pro-Gly-Cys-Gly- NH 2

[0104] In this embodiment, the GnRH parallel body and the vaccine synthesis method are as follows:

[0105] Synthesis of GnRH Conjugates

[0106] The MBHA resin is used as a carrier resin to carry out a coupling reaction with Fmoc-Lys(BOC)-OH, and the Lys is coupled to the MBHA resin to obtain Fmoc-Lys(BOC)-MBHA Resin. In the presence of 20% piperidine and DMF, the protecting group of Lys was removed to give NH 2 -Lys-MBHA Resin.

[0107] In the presence of catalyst and coupling agent DIC+NMM+HOBT, Fmoc-rink amide linker is coupled to the two side chains of Lys respectively, and then the protecting group is removed to obtain:

[0108]

[0109] Gly and Cys were coupled sequentially, and then other amino acids were sequentially coupled according to the above peptide chain structure in this example, so as t...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention provides a method for preparing a gonadotropin-releasing hormone (GnRH) parallel body and a vaccine in solid-phase conditions. After Lys is coupled on carrier resin, rink amide liners are respectively coupled on the two side chains of the Lys, and two same peptide chains are synthesized simultaneously. Disulfide bond bridging is realized on a solid phase, full-protective oxidation is adopted, and a large amount of impurities caused by the reaction involved by the side chains in the process are avoided.

Description

technical field [0001] The invention relates to a method for synthesizing a polypeptide, in particular to a method for solid-phase synthesis of a polypeptide used for GnRH castration vaccine. Background technique [0002] Surgical castration of most livestock sires, with the exception of breeding sires, has been performed for centuries to reduce feed loss during the fattening phase of the animals due to sexual activity, to reduce injuries and injuries caused by estrus and male aggressive behavior. It can improve the quality of meat (such as the reduction of smell and peculiar smell), and can also make use of the growth characteristics of castrated animals to increase their fat. Therefore, castration is an important technical link in the production process of livestock fattening. [0003] However, since the discovery of the advantages of castration, the castration technique used in animal husbandry has always been surgical castration, which is very stressful to animals and g...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07K17/02C07K7/23A61K39/00
CPCY02P20/55
Inventor 沙乐崔贞亮孙慕懿顾声隆胡成良
Owner NINGBO SANSHENG BIOLOGICAL TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap