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Hemopoietin peptide, hemopoietin peptide derivative, hemopoietin peptide polymer, preparation method of hemopoietin peptide and application of hemopoietin peptide

A technology of erythropoietin and peptide derivatives, which is applied in the field of protein peptides, can solve the problems of short half-life, low biological activity, and poor clinical compliance, and achieve the effect of low side effects and significant curative effect

Inactive Publication Date: 2017-07-07
ADLAI NORTYE BIOPHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The problems of the prior art solved by the present invention are: the existing EPO polypeptide has low biological activity, low bioavailability, short half-life leading to poor clinical compliance, poor stability of such protein molecules, and easy decomposition. Difficult to store, transport and use

Method used

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  • Hemopoietin peptide, hemopoietin peptide derivative, hemopoietin peptide polymer, preparation method of hemopoietin peptide and application of hemopoietin peptide
  • Hemopoietin peptide, hemopoietin peptide derivative, hemopoietin peptide polymer, preparation method of hemopoietin peptide and application of hemopoietin peptide
  • Hemopoietin peptide, hemopoietin peptide derivative, hemopoietin peptide polymer, preparation method of hemopoietin peptide and application of hemopoietin peptide

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preparation example Construction

[0056] The present invention also provides a preparation method of erythropoietin peptide, but not limited to the following methods:

[0057] The route of the present invention is described by taking the following sequence as an example: H-Leu-Tyr-Ala-Cys-Lys-Met-Gly-Pro-Ile-Thr-Trp-Val-Cys-Pro-Leu-Arg-OH

[0058] Using solid-phase synthesis method, using CTC resin / King resin as the starting resin, sequentially coupling amino acids with N-terminal Fmoc protection and side chain protection according to the peptide sequence of the erythropoietin peptide main chain; finally, the peptide resin was cleaved, The target compound was obtained after purification and lyophilization.

[0059] For this reason the present invention provides the synthetic method of erythropoietin peptide, and its steps are as follows:

[0060] Step 1, in the presence of an activator system, the Fmoc-Arg (Pbf)-resin is obtained by coupling the resin solid phase support and Fmoc-Arg (Pbf)-OH;

[0061] Step ...

Embodiment 1

[0137] Synthesis of erythropoietin peptide whose sequence is SEQ ID No.2: H-Leu-Tyr-Ala-Cys-Lys-Met-Gly-Pro-Ile-Thr-Trp-Val-Cys-Pro-Leu-Arg Synthesis of -OH

[0138] (1) Weigh 0.1 mmol of Fmoc-Arg(Pbf)-King resin with a degree of substitution of 0.52 mmol / g, add it to a solid-phase reaction column, wash it once with DMF, and swell the Fmoc-Arg(Pbf)-King resin with DMF After 30 minutes, use a mixed solution of DMF:pyridine with a volume ratio of 4:1 to remove Fmoc protection, then wash with DMF for 6 times, weigh 0.5mmol of Fmoc-Leu-OH, and add 0.5mmol of HOBt with a volume ratio of 1:1. The mixed solution of DCM and DMF was activated by adding 80μl DIC (0.5mmol) in an ice-water bath, and then added to the above-mentioned reaction column equipped with resin. If it is transparent, it means that the reaction is complete; if the resin is colored, it means that the reaction is incomplete and needs to be reacted for another 1 hour. This judgment standard is applicable to the ninhyd...

Embodiment 2

[0143] Synthesis of erythropoietin peptide whose sequence is SEQ ID No. 3: H-Leu-Tyr-Ala-Cys-Tyr-Met-Gly-Pro-Ile-Thr-Trp-Val-Cys-Pro-Leu-Arg Synthesis of -OH

[0144] (1) Weigh 0.1 mmol of Fmoc-Arg(Pbf)-King resin with a degree of substitution of 0.52 mmol / g, add it to a solid-phase reaction column, wash it once with DMF, and swell the Fmoc-Arg(Pbf)-King resin with DMF After 30 minutes, use a mixed solution of DMF:pyridine with a volume ratio of 4:1 to remove Fmoc protection, then wash with DMF for 6 times, weigh 0.5mmol of Fmoc-Leu-OH, and add 0.5mmol of HOBt with a volume ratio of 1:1. The mixed solution of DCM and DMF was activated by adding 80μl DIC (0.5mmol) in an ice-water bath, and then added to the above-mentioned reaction column equipped with resin. If it is transparent, it means that the reaction is complete; if the resin is colored, it means that the reaction is incomplete and needs to be reacted for another 1 hour. This judgment standard is applicable to the ninhy...

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Abstract

The invention relates to the fields of phaseolin polypeptide, and particularly relates to a hemopoietin peptide, a hemopoietin peptide derivative, a hemopoietin peptide polymer, a preparation method of the hemopoietin peptide and an application of the hemopoietin peptide. The sequence of the hemopoietin peptide is SEQ ID No.1:R1YR2CR3R4GPR5TWVCR6R7R8, wherein R1, R2, R5, R6, R7 and R8 are respectively independent L type or D type amino acids; the R3 is Lys, Glu, Asp, Gln, Asn, Met, Ser, Tyr, Pro or Ile, the R3 is an L type or D type amino acid, the R4 is Met, Phe or Ile, and the R4 is an L type amino acid. The hemopoietin peptide can be used to treat anaemia or related diseases caused by anaemia, and to be specific, the hemopoietin peptide is useful for preparing medicines which treats anaemia or related diseases caused by anaemia and are more remarkable in treatment effects and lower in side effects.

Description

technical field [0001] The present invention relates to the field of protein polypeptides, in particular to a class of erythropoietin peptides (EPO peptides) and their derivatives and polymers, preparation methods and applications, and further to the use of such erythropoietin peptides for the treatment and prevention of anemia and other related diseases. Background technique [0002] Erythropoietin (EPO) is a glycoprotein hormone that regulates erythroid hematopoiesis. EPO can exert biological effects only when it binds to the active erythropoietin receptor (EPOR) on the surface of erythroid progenitor cells. EPO is a sialic acid glycoprotein, its molecule contains 196 amino acid residues, its isoelectric point is 4.5, its pH range is wide (PH3-9), and it is heat-resistant (it is still active at 80°C for 5-15 minutes). The mature EPO molecule contains 166 amino acid residues. The development of erythrocytes must go through processes such as stem cells, progenitor cells, p...

Claims

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Application Information

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IPC IPC(8): C07K14/505C07K1/10C07K1/06C07K1/04A61K38/18A61K47/60A61P7/06
CPCA61K38/10A61K38/18C07K1/04C07K1/06C07K1/10C07K7/08C07K14/505Y02P20/55A61K38/00
Inventor 张晓厉保秋路杨杨东晖何南海沈柯周俊
Owner ADLAI NORTYE BIOPHARMA CO LTD
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