Insulin modifier and preparation method and application thereof

An insulin and modification technology, which is applied in the field of insulin modification and its preparation, can solve the problems of Prozinc protamine affecting the safe use of drugs, unstable crystalline state of Vetsulin, and insufficient convenience of pet products.

Inactive Publication Date: 2013-12-25
SHENZHEN INST OF ADVANCED TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the effects of the above two slow-release mechanisms are limited, and their onset time is between 14-24 hours, which is not convenient enough as a pet product.
In addition, the instability of the crystalline state of Vetsulin and the immunogenicity of Prozinc protamine may affect the safe use of the drug
[0006] Therefore, there is not yet a kind of insulin modification with good sustained release effect and high safety performance for the treatment of animal diabetes.

Method used

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  • Insulin modifier and preparation method and application thereof
  • Insulin modifier and preparation method and application thereof
  • Insulin modifier and preparation method and application thereof

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preparation example Construction

[0051] The present invention also provides a method for preparing the above insulin modification, comprising the following steps:

[0052] S10, providing insulin, and using carboxypeptidase A to cut off the alanine at position 30 of the insulin B chain to obtain modified insulin.

[0053] Insulin chooses porcine insulin or canine insulin. The reason for choosing porcine insulin or canine insulin is that on the one hand, the original intention of the present invention is to provide a drug for animals, and the use of animal-derived insulin has a higher affinity. In addition, porcine insulin and canine insulin are relatively close in structure, especially the structure of the end of the B chain of the two is almost the same, which is convenient for subsequent modification.

[0054] Use carboxypeptidase A to excise the 30th alanine of the insulin B chain to obtain the modified insulin. The specific operation is as follows: dissolve insulin zinc salt in water and adjust the pH to ...

Embodiment 1

[0080] In this embodiment, the structural formula is (CH 2 ) m (COOH) 2 Compound A is hexadecanedioic acid, that is, the case where m=14.

[0081] Preparation of modified insulin: 1 g of porcine insulin zinc salt was added to 10 ml of water, and the pH was adjusted to 9.3 with 33% sodium hydroxide solution. Add 10mg of EDTA (ethylenediaminetetraacetic acid) to dissolve. Add 50 ml of carboxypeptidase A suspension with stirring at room temperature. After about 15 hours, dilute with 5ml of water, add concentrated acetic acid to adjust the pH to 3.6, then add 20ml of methanol and 3ml of zinc acetate aqueous solution (130mg / ml). Adjust the pH to 6.0 with 25% concentrated ammonia water to precipitate. Filter and dry to obtain modified insulin.

[0082] Preparation of Compound H: Dissolve Compound A in methanol, add 1 mol / L NAOH for saponification reaction, then dissolve the product in HCl-acidified heptane, and obtain Compound B after recrystallization. Compound B, Compound C...

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Abstract

The invention discloses an insulin modifier, comprising insulin and a fatty acid chain which is connected to the tail end of an insulin B chain, wherein the insulin is swine insulin or dog insulin; alanine at the 30th bit of the insulin B chain is cut off; the insulin and the fatty acid chain are connected by an amido bond. The insulin modifier can form an oelophilic group to promote longitudinal sorting of insulin protein, so as to form an intermolecular force-dominant chain polyethylene polymer due to the hydrophobic effect of the long fatty acid chain after the insulin modifier enters the body. Compared with monomer insulin, the half-life period of the polyethylene polymer is greatly prolonged; the polyethylene polymer has a good slow-release effect; meanwhile, the insulin modifier does not contain other protein with immunogenicity, and is high in safety performance. The invention also discloses a preparation method of the insulin modifier.

Description

technical field [0001] The invention relates to the technical field of biomedicine, in particular to an insulin modification and its preparation method and application. Background technique [0002] A statistic in 1999 (data from Veterinary Medical Database VMDB) showed that the incidence of diabetes in dogs and cats rose from 0.2% to 1% during the 28 years from 1970 to 1998, and the upward trend became more and more obvious. Almost 100% of dogs and 50% of cats are type I (insulin dependent) diabetic. The other 50% of cats have type 2 (non-insulin dependent) diabetes. Among the many methods of treating diabetes, insulin injection is the most important and direct method. Since its successful clinical application in 1922, insulin has experienced 80 years of development. The original first-generation insulin was extracted from animals (pigs / cows). By 1942, the second-generation insulin was biosynthesized with human sequence insulin through systems such as E. Amino acid subs...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K14/62C07K1/107C07K1/02A61K38/28A61P3/10
Inventor 汪士奇何巧秋云海
Owner SHENZHEN INST OF ADVANCED TECH
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