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A kind of compound and preparation method thereof and method for preparing polypeptide using the same

A technology of compounds and mixtures, which is applied in the field of compounds and their preparation, can solve problems such as polypeptides that need to be improved, and achieve the effect of reducing side reactions and improving reaction efficiency

Active Publication Date: 2016-08-24
HEFEI INSTITUTES OF PHYSICAL SCIENCE - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Therefore, the current method for preparing polypeptides still needs to be improved

Method used

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  • A kind of compound and preparation method thereof and method for preparing polypeptide using the same
  • A kind of compound and preparation method thereof and method for preparing polypeptide using the same
  • A kind of compound and preparation method thereof and method for preparing polypeptide using the same

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Embodiment

[0118] Step 1, synthesis of N-(9-fluorenylmethoxycarbonyl)-S-trifluoroacetylaminomethyl-L-cysteine ​​(Fmoc-Cys(Tfacm)-OH, namely figure 1 compounds shown)

[0119] 1.1, preparation of N-(hydroxymethyl) trifluoroacetamide:

[0120] Put trifluoroacetamide (1.13 g, 10 mmol, 1 eq) and potassium carbonate (138 mg, 1 mmol, 0.1 eq) in a 25 ml round bottom flask, add 0.8 ml of 37% aqueous formaldehyde solution, and react at room temperature for 6 hours, spin dry and set aside;

[0121] 1.2. Preparation of Fmoc-L-cysteine:

[0122] Put fluorenylmethoxycarbonyl-S-trityl-L-cysteine ​​(5.85 g, 10 mmol, 1 eq) in a 500 ml round bottom flask, add 20 ml trifluoroacetic acid, 20 ml dichloro Methane, 1 ml triphenylsilane mixed solution, react at room temperature for 1 hour, spin dry and wash with petroleum ether to remove triphenylmethane, and spin dry the remaining white solid to collect for later use;

[0123] 1.3. Preparation of N-(9-fluorenylmethoxycarbonyl)-S-trifluoroacetamidomethyl-L...

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Abstract

The invention discloses a compound, a preparation method thereof and a method for preparing a polypeptide by virtue of the compound. The compound has the structure specified in the description, wherein the N-terminal cysteine of the polypeptide can be protected by virtue of the compound, thus shielding the activity of the N-terminal cysteine, then connection for more (greater than or equal to 3) polypeptide segments can be realized when the polypeptide segments are connected to prepare proteins, i.e., separation and purification treatment is not needed after every two polypeptide segments are connected, and connection with the next polypeptide segment can be directly carried out after the shielding is removed.

Description

technical field [0001] The invention belongs to the technical field of polypeptide synthesis, and in particular relates to a compound, a preparation method thereof and a method for preparing a polypeptide using the same. Background technique [0002] Chemokines play an important role in maintaining the homeostasis of the body, especially mediating the formation of immune organs and monitoring the body's immunity, as well as helping immune cells develop and function normally. The chemotactic movement of lymphocytes mediated by chemokines plays a pathological role in diseases such as inflammation, tumor and AIDS. Chemokine-related products have entered clinical application research. For example, it was recently discovered that the chemokine CCL21 interacts with the chemokine receptor CCR7 on the surface of T lymphocytes to induce T cells to enter the central nervous system, thereby leading to T-cell acute lymphoblastic leukemia (Buonamici.S., Nature, 2009, 459, 1000-1004.). ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C323/59C07C319/14C07K14/52
Inventor 郑基深唐姗司岩岩刘磊田长麟
Owner HEFEI INSTITUTES OF PHYSICAL SCIENCE - CHINESE ACAD OF SCI
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