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Method for solid-phase synthesis of gnrh castration vaccine

A technology for solid-phase synthesis and castration vaccine, which is applied in chemical instruments and methods, medical preparations containing active ingredients, pharmaceutical formulations, etc., can solve the problems of poor product quality and high impurity content, and achieve the effect of separation

Active Publication Date: 2016-05-04
NINGBO SANSHENG BIOLOGICAL TECH CO LTD
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  • 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 parallel bodies in the prior art, the present invention provides a method for solid-phase synthesis of GnRH parallel bodies

Method used

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  • Method for solid-phase synthesis of gnrh castration vaccine
  • Method for solid-phase synthesis of gnrh castration vaccine
  • Method for solid-phase synthesis of 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 the carrier resin, dichloromethane was swelled for more than 3 hours, and coupled with Fmoc-Lys(BOC)-OH, and Lys was coupled to MBHA resin to obtain Fmoc-Lys(BOC)-MBHAResin. The method is: react 3eq of Fmoc-Lys(Fmoc)-OH with 3eqHOBT, 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, Fmoc-rinkamidelinker is coupled to the two side chains of Lys respectively, the method is: 6eq of Fmoc-Rinkamidlinker-OH a...

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] Using MBHA resin as a carrier resin, carry out coupling reaction with Fmoc-Lys(BOC)-OH, and couple Lys to MBHA resin to obtain Fmoc-Lys(BOC)-MBHAResin. 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-rinkamidelinker 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 realize the simultaneous ...

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] Using MBHA resin as a carrier resin, carry out coupling reaction with Fmoc-Lys(BOC)-OH, and couple Lys to MBHA resin to obtain Fmoc-Lys(BOC)-MBHAResin. 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-rinkamidelinker 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 to realize the simultaneou...

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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

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Application Information

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Patent Type & Authority Patents(China)
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
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