Method for synthesizing salmon gonadotropin releasing hormone by polypeptide solid-liquid combination

A gonadotropin and hormone-releasing technology, applied in the field of medicine, can solve problems such as low production cost, and achieve the effects of reducing production cost, facilitating automatic production and reducing cost

Inactive Publication Date: 2020-12-18
湖南津安生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, there are very few reports on the existing salmon gonadotropin synthesis technology, so the market needs a synthesis process suitable for industrial scale production with relatively low production costs

Method used

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  • Method for synthesizing salmon gonadotropin releasing hormone by polypeptide solid-liquid combination
  • Method for synthesizing salmon gonadotropin releasing hormone by polypeptide solid-liquid combination
  • Method for synthesizing salmon gonadotropin releasing hormone by polypeptide solid-liquid combination

Examples

Experimental program
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Effect test

Embodiment 1

[0052] A method for synthesizing salmon gonadotropin-releasing hormone with polypeptide solid-liquid combination, comprising the following steps:

[0053] 1) Compound 1 was synthesized by polypeptide solid-phase method: Boc-Pyr-His(Boc)-Trp(Boc)-Ser(tBu)-Tyr(tBu)-Gly-Trp(Boc)-Leu-OH;

[0054] 2) Compound 2 was synthesized by polypeptide liquid phase method: H-Pro-Gly-NH 2 ;

[0055] 3) Synthesis of compound 3 in liquid phase: Boc-Pyr-His(Boc)-Trp(Boc)-Ser(tBu)-Tyr(tBu)-Gly-Trp(Boc)-Leu-Pro-Gly-NH 2 ;

[0056] 4) Synthetic crude salmon gonadotropin-releasing hormone: Pyr-His-Trp-Ser-Tyr-Gly-Trp-Leu-Pro-Gly-NH 2 .

[0057] The feeding table is as follows:

[0058] name molecular weight density Volume μl massmg CTCresin (degree of substitution 1.0mmol / g) (25g) Fmoc-Leu-OH 353.4 \ \ 8835 DIEA 129.24 0.782 41317.14 32310 Fmoc-Trp(Boc)-OH 526.6 \ \ 26330 HBTU 379.24 \ \ 18962 DIEA 129.24 0.782 9916.11 77...

Embodiment 2

[0129] The difference from the above examples is that compound 1 is synthesized by recycling resin;

[0130] 1). The resin of Example 1 was washed with DMF, washed with methanol, and the filtrate was removed, and dried in vacuum;

[0131] 2). Separately prepare a DCM solution of thionyl chloride (thionyl chloride 10ml, DCM=200ml), add it to a 250ml solid-phase synthesis reactor filled with resin, react for 2 hours, remove the reaction solution, and wash with DCM.

[0132] The feeding table is as follows:

[0133] name molecular weight density Volume μl massmg CTCresin (25g) Fmoc-Leu-OH (according to the degree of substitution 1.0mmol / g) 353.4 \ \ 8835 DIEA 129.24 0.782 41317.14 32310 Fmoc-Trp(Boc)-OH 526.6 \ \ 26330 HBTU 379.24 \ \ 18962 DIEA 129.24 0.782 9916.11 7754.4 Fmoc-Gly-OH 297 \ \ 14850 HBTU 379.24 \ \ 18962 DIEA 129.24 0.782 9916.11 7754.4 Fmoc-Tyr(tBu)-OH 459....

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Abstract

The invention provides a method for synthesizing salmon gonadotropin releasing hormone by polypeptide solid-liquid combination. The method for synthesizing the salmon gonadotropin releasing hormone bypolypeptide solid-liquid combination comprises the following steps: 1) synthesizing a compound 1: Boc-Pyr-His (Boc)-Trp (Boc)-Ser (tBu)-Tyr (tBu)-Gly-Trp (Boc)-Leu-OH by a polypeptide solid phase method; 2) synthesizing a compound 2: H-Pro-Gly-NH2 by a polypeptide liquid phase method; 3) synthesizing a compound 3: Boc-Pyr-His (Boc)-Trp (Boc)-Ser (tBu)-Tyr (tBu)-Gly-Trp (Boc)-Leu-Pro-Gly-NH2 in aliquid phase; and 4) synthesizing a salmon gonadotropin releasing hormone crude product: Pyr-His-Trp-Ser-Tyr-Gly-Trp-Leu-Pro-Gly-NH2. According to the method provided by the invention, CTC resin is used for synthesizing fragments for the first time, and the liquid phase method is combined to synthesize the salmon gonadotropin releasing hormone; the CTC resin synthesized fragments can be conveniently and automatically produced; the CTC resin can be recycled, so that the cost of solid phase synthesis by Rink resin in literature is greatly reduced, and the price of the Rink resin is much higher than that of the CTC resin and cannot be recycled; the method is suitable for large-scale industrial production and does not have a severe chemical reaction; and compared with a process reported in theliterature at present, the method provided by the invention reduces the production cost.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a method for synthesizing salmon gonadotropin-releasing hormone by polypeptide solid-liquid combination. Background technique [0002] Gonadotropin-releasing hormone (GnRH) is secreted by the hypothalamus, stimulates or inhibits the secretion of pituitary gonadotropin, and has considerable activity potential. Gonadotropin-releasing hormone analog (GnRHa) can directly act on tumor tissue, causing cell apoptosis. Gonadotropins have important uses in embryo engineering. Injecting gonadotropins into female animals can promote superovulation. Injecting gonadotropins into donor females and recipient animals can promote their estrus synchronization, thereby increasing the survival rate of embryos in recipient female animals. The neurohormone secreted by the hypothalamus plays an important role in the regulation of vertebrate reproduction. Peptides of 10 amino acids have been artifi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K7/23C07K1/34C07K1/06C07K1/04
CPCC07K7/23
Inventor 孙鹏程
Owner 湖南津安生物科技有限公司
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