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A kind of preparation method of salmon calcitonin

A salmon calcitonin and resin technology, which is applied to the preparation methods of peptides, calcitonin, chemical instruments and methods, etc., can solve the problems of increased cost, large feeding, and difficult resin coupling of polypeptide fragments, and achieves a reduction in effective utilization. efficiency, reducing production costs

Active Publication Date: 2018-08-28
SICHUAN JISHENG BIOPHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

More importantly, when using polypeptide fragments, due to steric hindrance, the polypeptide fragments are not easy to couple with the resin, making the feeding ratio larger; thus increasing the cost

Method used

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  • A kind of preparation method of salmon calcitonin
  • A kind of preparation method of salmon calcitonin
  • A kind of preparation method of salmon calcitonin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Prepare salmon calcitonin peptide resin:

[0045] Using Fmoc-Pro-resin as the initial carrier, the salmon calcitonin peptide resin was prepared by de-Fmoc protection and coupling reaction, and the protected amino acids were sequentially coupled. Pro was used as the first coupled amino acid, and Cys was used as the last coupled amino acid. Amino acid sorting, coupled amino acid fragments are:

[0046] Fmoc-Cys(Trt)-Ser(tBu)-Asn(Trt)-X(tBu)-Thr(tBu)-Cys(Trt)-Val-Y-Lys(Boc)-X(tBu)-Gln(Trt) -Glu(OtBu)-Leu-His(Trt)-Lys(Boc)-Leu-Gln(Trt)-Thr(tBu)-Tyr(tBu)-Pro-Arg(Pbf)-Thr(tBu)-Asn(Trt )-Thr(tBu)-Z(tBu)-Thr(tBu)-Pro-resin,

[0047] Wherein X is Leu-Ser, Y is Leu-Gly, Z is Gly-Ser-Gly.

[0048] When X is inserted, the corresponding protected amino acid is Fmoc-Leu-Ser(tBu)-OH;

[0049] When Y is inserted, the corresponding protected amino acid is Fmoc-Leu-Gly-OH;

[0050] When Z is inserted, the corresponding protected amino acid is Fmoc-Gly-Ser(tBu)-Gly-OH.

[0051] Conc...

Embodiment 2

[0083] Prepare salmon calcitonin peptide resin:

[0084] Using Fmoc-Pro-resin as the initial carrier, the salmon calcitonin peptide resin was prepared by de-Fmoc protection and coupling reaction, and the protected amino acids were sequentially coupled. Pro was used as the first coupled amino acid, and Cys was used as the last coupled amino acid. Amino acid sorting, coupled amino acid fragments are:

[0085] Fmoc-Cys(Trt)-Ser(tBu)-Asn(Trt)-X(tBu)-Thr(tBu)-Cys(Trt)-Val-Y-Lys(Boc)-X(tBu)-Gln(Trt) -Glu(OtBu)-Leu-His(Trt)-Lys(Boc)-Leu-Gln(Trt)-Thr(tBu)-Tyr(tBu)-Pro-Arg(Pbf)-Thr(tBu)-Asn(Trt )-Thr(tBu)-Z(tBu)-Thr(tBu)-Pro-resin,

[0086] Wherein X is Leu-Ser, Y is Leu-Gly, Z is Gly-Ser-Gly.

[0087] When X is inserted, the corresponding protected amino acid is Fmoc-Leu-Ser(tBu)-OH;

[0088] When Y is inserted, the corresponding protected amino acid is Fmoc-Leu-Gly-OH;

[0089] When Z is inserted, the corresponding protected amino acid is Fmoc-Gly-Ser(tBu)-Gly-OH.

[0090] Conc...

Embodiment 3

[0111] Example 3: Adding amino acids one by one

[0112] (1) Using Rink Amide MBHA resin or Rink Amide AM resin as the starting material, using Fmoc-protected amino acids as monomers, and using TBTU / HOBt or HBTU / HOBt as condensing agents, connect amino acids one by one to obtain protected 32 Peptide resin, during which the Fmoc-protecting group is removed successively; the reduced crude product is obtained;

[0113] (2), adding the peptide cutting reagent TFA / EDT / H2O / TIS to cut the peptide, and remove the side chain protection group, then add ether to precipitate the crude product, and obtain the crude product of reduced salmon calcitonin;

[0114] (3), after oxidizing by iodine / methanol solution, and filtering, the crude product of oxidized salmon calcitonin is obtained;

[0115] (4), separation and purification are carried out in C18 column or C8 to obtain the target product.

[0116] For specific implementation parameters, please refer to Example 1 or CN1865283B. The tot...

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Abstract

The invention discloses a preparation method of salmon calcitonin acetate. The method comprises the steps that Fmoc-Pro-OH is coupled with resin to obtain Fmoc-Pro-resin; the Fmoc-Pro-resin is coupled with protected amino acid and protected peptide fragments one by one to obtain salmon calcitonin acetate linear peptide resin; the salmon calcitonin acetate linear peptide resin is lysed in a lysis solution to obtain a reducing crude product; the reducing crude product is oxidized through an oxidizing agent to obtain an oxidized crude product; the oxidized crude product is purified to obtain the refined salmon calcitonin acetate.

Description

technical field [0001] The invention relates to the technical field of pharmacy, in particular to a preparation method of salmon calcitonin. Background technique [0002] Salmon calcitonin, English name: Calcitonin (Salmon), chemical structure formula as formula Ⅰ: [0003] [0004] Natural calcitonin is a biologically active polypeptide secreted by the parathyroid cells of mammals or the hind parotid body of non-mammalian vertebrates, and is the main factor of calcium regulation in organisms. Among them, salmon calcitonin has the activity of inhibiting osteoclasts, thereby inhibiting the dissolution of bone salts, preventing the release of calcium in bones, improving bone density, effectively relieving pain symptoms, reducing the risk of fractures, and reducing blood calcium. It is widely used It is used in the clinical treatment of senile osteoporosis, postmenopausal osteoporosis, and hypercalcemia caused by bone metastases. [0005] At present, most of the synthetic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K14/585C07K1/06
CPCC07K14/585
Inventor 龙春艳胡阳
Owner SICHUAN JISHENG BIOPHARM CO LTD
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