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Polypeptide-polymer conjugate with improved wash performance

A technology of washing performance and conjugates, which can be used in organic washing compositions, detergent compositions, detergent compounding agents, etc., and can solve the problems of reducing immune response and difficult to identify polypeptides, etc.

Inactive Publication Date: 2001-10-03
NOVO NORDISK AS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When this technique is used, it is difficult for the immune system to recognize the epitopes on the surface of the polypeptide responsible for antibody formation, thereby reducing the immune response

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0292] Use N-succinimide carbonate to activate poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) 1.900 (50wt% ethyl

[0293] Diol)

[0294] Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene glycol) 1.900 (50 wt% ethylene glycol) (from ALDRICH) was dissolved in toluene (5 ml / g polymer). About 20% is distilled off under normal pressure to azeotropically dry the reactants. The solution was cooled to 20°C and phosgene (1.93M, 7mol / mol polymer) in toluene was added. Then, the mixture was stirred at room temperature overnight. The solvent and excess phosgene were removed in vacuo to obtain an oily intermediate bis(chloroformate).

[0295] Toluene (anhydrous 4ml / g polymer) was added to dissolve the oil again. N-hydroxysuccinimide (NHS) (2.4 mol / mol polymer) was added, and the mixture was cooled in an ice bath. Then triethylamine (2.2mol / mol polymer) was added dropwise at 0°C. The precipitation of triethyla...

Embodiment 2

[0297] Activate with N-succinimide carbonate

[0298] Poly(ethylene glycol)-co-(propylene glycol)-monobutyl ether 970 (about 50wt% ethylene glycol)

[0299] Poly(ethylene glycol)-co-(propylene glycol) monobutyl ether 970 (approximately 50 wt% ethylene glycol) (from ALDRICH) was dissolved in toluene (4 ml / g polymer). Under normal pressure, about 25% was removed by distillation to azeotropically dry the reactants. The solution was cooled to 0°C and phosgene (1.93M, 5mol / mol polymer) in toluene was added. Then, the mixture was stirred at room temperature for 21 hours. The solvent and excess phosgene were removed in vacuo to obtain an oily intermediate chloroformate.

[0300] Toluene (anhydrous 2ml / g polymer) was added to dissolve the oil again. At room temperature, N-hydroxysuccinimide (NHS) (1.2mol / mol polymer) was added, and then triethylamine (1.1mol / mol polymer) was added dropwise at 0°C. The precipitation of triethylamine hydrochloride (Et 3 N. HCl). The mixture was st...

Embodiment 3

[0302] Activate mPEG 350 with N-succinimide carbonate

[0303] The mPEG 350 was suspended in toluene (4 ml / g mPEG), and about 20% was distilled off under normal pressure to azeotropically dry the reactant. When the solution was cooled to 20°C, phosgene (1.93M 1.5mol / mol mPEG) in toluene was added, and the mixture was stirred overnight at room temperature. The mixture was evaporated under reduced pressure, and the obtained intermediate chloroformate was oily.

[0304] After evaporation, dichloromethane and toluene (1:2, anhydrous 4ml / g mPEG) were added to redissolve the colorless oil. Add N-hydroxysuccinimide (NHS) (1.5mol / mol mPEG) in a solid form, and then add triethylamine (1.1mol / mol mPEG) at 0°C. Triethylamine hydrochloride (Et 3 N.HCl) precipitated immediately. The mixture was stirred overnight at room temperature. Filter the mixture with a porous glass filter (G5) to remove Et 3 N.HCl. The filtrate was evaporated to dryness under reduced pressure to obtain 98% (mol / m...

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PUM

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Abstract

The present invention relates to a polypeptide-polymer conjugate having coupled one or more polymers covalently to the parent polypeptide, wherein the polymers is homo-polymers, graft, block, alternate, or ramdom co-polymers. The invention also relates to industrial compositions and products comprising a conjugate of the invention and to the use of said conjugate for improving the wash performance of industrial composition and products such as detergent compositions.

Description

Invention field [0001] The present invention relates to a polypeptide-polymer conjugate, wherein the polymer is a homopolymer, graft copolymer, block copolymer, alternating copolymer, or random copolymer coupled to the surface of the polypeptide. The present invention also relates to industrial compositions and products comprising the conjugates of the present invention, the use of the polypeptide-polymer conjugates of the present invention to improve the washing performance of industrial compositions and products, as well as methods for improving the washing performance of polypeptides. Background of the invention [0002] In the detergent industry, enzymes have been used in cleaning formulations for more than 30 years. The enzymes used in these formulations include proteases, lipases, amylases, cellulases, and other enzymes, or mixtures thereof. The most important enzyme commercially is protease. [0003] Increasingly commercially used enzymes (such as prot...

Claims

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Application Information

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IPC IPC(8): C08G65/02C08L1/00C08L3/00C08L5/00C08L89/00C11D3/37C11D3/386C12N9/96
CPCC11D3/386C12N9/96C11D3/3707
Inventor P·鲍迪兹T·M·富特姆A·A·奥尔森H-J·德森D·A·彼德森
Owner NOVO NORDISK AS
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