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Method of preparing branched polyethylene glycol

A polyethylene glycol and branched technology, which is applied in the fields of biomedicine and protein chemistry, can solve the problems of biodegradation, difficult control of reaction conditions, and high price of branched polyethylene glycol, and achieve high yield and low price. cheap effect

Inactive Publication Date: 2003-12-17
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These defects include: 1. rapid elimination, 2. biodegradation, 3. immune response, etc.
[0010] The disadvantage is that although the yield is high, the reaction conditions are difficult to control;
[0011] The above-mentioned defect of above-mentioned synthetic method causes the product price of branched polyethylene glycol, limits the application of branched polyethylene glycol to a large extent in research and practice

Method used

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  • Method of preparing branched polyethylene glycol
  • Method of preparing branched polyethylene glycol
  • Method of preparing branched polyethylene glycol

Examples

Experimental program
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Effect test

Embodiment 2

[0048] The structure of the target product can be passed through MALDI-TOF ( image 3 ) Spectrogram and 1 H NMR( Figure 6 ) Confirmed. Example 2. Using the method of the present invention to prepare a branched polyethylene glycol, the steps are:

[0049] 1. Preparation of lysine ethyl ester hydrochloride

[0050] Dissolve L-lysine in absolute ethanol (1:8 molar ratio), add dry hydrogen chloride gas to saturation under stirring conditions, heat to reflux to dissolve L-lysine, leave this solution overnight; then reduce Press distillation to remove excess ethanol and hydrogen chloride; finally, use anhydrous ether to crystallize lysine ethyl ester hydrochloride; then filter, wash, and dry to obtain lysine ethyl ester hydrochloride light yellow crystals;

[0051] 2. Preparation of carboxymethylated monomethoxy polyethylene glycol with a molecular weight of 2000

[0052] Dissolve 25 grams of mPEG2000 in dry dichloromethane, add 20 grams of activated manganese dioxide, mix homogeneously...

Embodiment 3

[0058] The structure of the target product can be passed through MALDI-TOF ( image 3 ) Spectrogram and 1 H NMR( Figure 6 ) Confirmed. In Example 3, a branched polyethylene glycol is prepared by the method of the present invention, and the steps are:

[0059] 1. Preparation of lysine ethyl ester hydrochloride

[0060] Dissolve L-lysine in absolute ethanol, add dry hydrogen chloride gas to saturation under stirring, heat to reflux to dissolve L-lysine, leave the solution overnight; then distill under reduced pressure to remove excess ethanol and hydrogen chloride ; Finally, use anhydrous ether to crystallize lysine ethyl ester hydrochloride; then filter, wash, and dry to obtain lysine ethyl ester hydrochloride light yellow crystals;

[0061] 2. Preparation of carboxymethylated monomethoxy polyethylene glycol with a molecular weight of 750

[0062] Dissolve mPEG750 in dry dichloromethane, add activated manganese dioxide, mix evenly, stir overnight at room temperature; filter to remo...

Embodiment 4

[0069] In Example 4, a branched polyethylene glycol is prepared by the method of the present invention, and the steps are:

[0070] 1. Preparation of lysine ethyl ester hydrochloride

[0071] Dissolve L-lysine in absolute ethanol, add dry hydrogen chloride gas to saturation under stirring, heat to reflux to dissolve L-lysine, leave the solution overnight; then distill under reduced pressure to remove excess ethanol and hydrogen chloride ; Finally, use anhydrous ether to crystallize lysine ethyl ester hydrochloride; then filter, wash, and dry to obtain lysine ethyl ester hydrochloride light yellow crystals;

[0072] 2. Preparation of carboxymethylated monomethoxy polyethylene glycol with a molecular weight of 10,000

[0073] Dissolve mPEG10000 in dry dichloromethane, add activated manganese dioxide, mix evenly, stir overnight at room temperature; filter to remove the catalyst, and evaporate the solvent under reduced pressure to obtain the intermediate oxidation product;

[0074] Di...

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Abstract

A process for preparing branched polyethylene glycol used to modify macromoleculae and micromoleculae includes such steps as respectively preparing the amino acid's ethylester hydrochloride and carboxymethylated monomethoxy polyethanediol, mixing, sequentially adding TEA, DCC and NHS, reaction, removing protector, and gel separation. Its advantages are simple process, low cost, and high output rate up to 65%.

Description

Technical field [0001] The invention belongs to the fields of biomedicine and protein chemistry, and particularly relates to a method for preparing branched polyethylene glycol. Background technique [0002] With the rapid development of biotechnology, more and more peptides, proteins and enzymes with biological activity are used in clinical treatment. However, these biological macromolecules have some defects when they are directly applied to the human body. These defects include: 1. rapid elimination, 2. biodegradation, 3. causing immune response and so on. Therefore, the chemical modification of proteins, especially medicinal proteins, is still a hot research field. Many natural and synthetic molecules are being used for chemical modification. Due to its biocompatibility, polyethylene glycol is non-toxic to the human body and has the advantages of reducing the antigenicity of the modified substance. It is widely used in the modification of proteins, pe...

Claims

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Application Information

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IPC IPC(8): C08G65/34
Inventor 苏志国何明磊
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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