Protein finishing agent with long tail of methoxy carbowax as well as preparation method and application

A protein modification and polyethylene glycol technology, which is applied in the field of modification of hemoglobin, can solve the problem of difficulty in controlling the molecular weight distribution of polymer products with a degree of modification, and achieve the effect of simple preparation method and high yield

Inactive Publication Date: 2005-09-21
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

The disadvantage of this method is that because glutaraldehyde is a small molecule, it is difficult to control the degree of modification and the molecular weight distribution of the modified polymer product during modification.
However, during the preparation of this substance, P 50 It forms a pair of contradictions with the cycle half-life, that is, as the degree of modification increases, the half-life also increases, but P 50 reduced, only at an appropriate degree of modification can the above half-lives and P 50

Method used

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  • Protein finishing agent with long tail of methoxy carbowax as well as preparation method and application
  • Protein finishing agent with long tail of methoxy carbowax as well as preparation method and application
  • Protein finishing agent with long tail of methoxy carbowax as well as preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1: Using L-glutamic acid and mPEG 5000 (M.W.5000) as the starting material for the preparation of mPEG 5000 -Glu, its preparation steps are:

[0037] 1 Preparation of L-glutamic acid diethyl ester hydrochloride: Add 30 g of L-glutamic acid into absolute ethanol, and pass hydrogen chloride gas under stirring conditions until saturation, and L-glutamic acid gradually dissolves. The solution was allowed to stand overnight, and then excess ethanol and hydrogen chloride were distilled off under reduced pressure. Anhydrous ether was added to the residue, and diethyl L-glutamic acid hydrochloride crystallized and precipitated. After filtering, washing and drying, white crystals of L-diethyl glutamate hydrochloride were obtained. The melting point of the obtained product is 107°C, and the theoretical value (E. Fischer, Chem. Ber., 39, 453, 1906) is: 107-109°C.

[0038] 2 Mix 10 g mPEG 5000 Dissolve in dried dichloromethane, add 10 g of activated manganese dioxide, ...

Embodiment 2

[0041] Example 2: Preparation of mPEG with L-glutamic acid and mPEG2000 (M.W.2000) as starting materials 2000 -Glu, its preparation steps are:

[0042] 1 Preparation of L-glutamic acid diethyl ester hydrochloride: same as step 1 in Example 1.

[0043] 2 Mix 8 g mPEG 2000 Dissolve in dried dichloromethane, add 10 g of activated manganese dioxide, mix well, and stir overnight at room temperature. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure to obtain an intermediate oxidation product. Dissolve the obtained intermediate oxidation product in 3% hydrogen peroxide aqueous solution (excess hydrogen peroxide), react for 24 hours, pass through Bio-Rad AG1*2 resin column, remove neutral substances, and then elute with 0.02M hydrochloric acid , to obtain carboxymethylated monomethoxypolyethylene glycol.

[0044] 3 mPEG 2000 -Synthesis of Glu:

[0045] Add 0.47g (2mmol) of L-glutamic acid diethyl ester hydrochloride into a 50mL Erlenm...

Embodiment 3

[0046] Example 3: Using L-glutamic acid and mPEG 750 (M.W.750) as the starting material for the preparation of mPEG 750 -Glu, its preparation steps are:

[0047] 1 Preparation of L-glutamic acid diethyl ester hydrochloride: same as step 1 in Example 1.

[0048] 2 Mix 3 g mPEG 750 Dissolve in dried dichloromethane, add 18 g of activated manganese dioxide, mix well, and stir overnight at room temperature. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure to obtain an intermediate oxidation product. Dissolve the obtained intermediate oxidation product in 3% hydrogen peroxide aqueous solution (excess hydrogen peroxide), react for 24 hours, pass through a Bio-Rad AG1*2 resin column to remove neutral substances, and then elute with 0.02M hydrochloric acid , to obtain carboxymethylated monomethoxypolyethylene glycol.

[0049] 3 mPEG 750 -Synthesis of Glu:

[0050] 0.94g (4mmol) of L-glutamic acid diethyl ester hydrochloride was added...

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Abstract

A protein modifier with long tail of monomethoxy polyethanol for modifying human or ox haematoglobin is prepared from the monomethoxy polyethanol with 750-10,000 of mass average molecular weight and L-glutamic acid through condensation reaction.

Description

technical field [0001] The invention relates to a protein modification agent with a long tail of monomethoxy polyethylene glycol, a preparation method and an application thereof in modifying hemoglobin. Background technique [0002] Protein is an important class of biological macromolecules, and it is the main bearer of life activities. The biological activity of protein not only depends on its specific chemical structure, but also depends on its specific spatial structure. [0003] Chemical modification of protein refers to the use of chemical and biochemical means to change the chemical structure of protein molecules. Chemical modification of protein is not only an important means to study the relationship between protein structure and function, but also a powerful tool for directional modification of protein properties. [0004] Many medical proteins or functional proteins cannot be applied to the human body due to various reasons (alternative proteins, toxic reactions,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K14/805C07K17/08C08H1/00
Inventor 苏志国何明磊
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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