Synthesis of 4-aminobenzoic acid esters of polyethylene glycol and their use for pegylation of therapeutic proteins

Lonshakov, Dmitry V.; Sheremet’ev, S. V.; Belosludtseva, E. M.; Коровкин, С А; Семченко, А. В.; Katlinskij, A. V.

doi:10.1039/c5ra04950d

Cited by 8 publications

(3 citation statements)

References 27 publications

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“…PABA is a widely present aromatic substance in bacteria, fungi, plants, and some parasites, but it does not exist in humans and animals. It has a wide range of biological, industrial, and pharmaceutical applications [56,57]. Although it is not a vitamin, it is still referred to as a member of vitamin B.…”

Section: Pabamentioning

confidence: 99%

A New Direction for the Green, Environmentally Friendly and Sustainable Bioproduction of Aminobenzoic Acid and Its Derivatives

Xiao,

Zeng,

Wang

et al. 2024

Sustainability

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Aminobenzoic acid and its derivatives are a class of aromatic compounds that are important foundational chemicals for various dyes, food additives, and pharmaceuticals. Their production relies on chemical synthesis using petroleum-derived substances such as benzene as precursors, but due to the toxicity, environmental pollution, and non-renewable nature of raw materials in chemical synthesis, some suitable alternative methods are gradually being developed. Green, environmentally friendly, and sustainable biosynthesis methods have gradually been favored by researchers, especially after the discovery of the synthetic pathways of aminobenzoic acid and its derivatives in plants and microorganisms. Based on the purpose of protecting the ecological environment, reducing the use of non-renewable resources, and providing theoretical support for industrial green development, this article reviews the biosynthesis pathways of ortho-aminobenzoic acid, meta-aminobenzoic acid, para-aminobenzoic acid, and its derivatives such as catechol, folic acid, etc., and lists some examples of biosynthesis, analyzes their advantages and disadvantages, summarizes and looks forward to the future development direction of biosynthesis of aminobenzoic acid and its derivatives.

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Section: Pabamentioning

confidence: 99%

A New Direction for the Green, Environmentally Friendly and Sustainable Bioproduction of Aminobenzoic Acid and Its Derivatives

Xiao,

Zeng,

Wang

et al. 2024

Sustainability

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“…Сыворотки крови экспериментальных животных -кроликов и морских свинок -предоставлены Биофармацевтической компанией ООО «ФОРТ», Москва, Россия. Сыворотки получены после введения животным препаратов ПЭГ-ЭПО (пэгилированный рчЭПО-β) [3] и метоксиполиэтиленгликоль-эпоэтина бета (Мирцера ® , Hoffmann-La Roche Inc.) в течение 28 дней один раз в неделю подкожно (кролики) и внутривенно (кролики и морские свинки) в дозе 2,5 мкг/ кг и 5 мкг/кг и последующего забора крови через 14 дней после последней инъекции (в каждую группу входило от 3 до 8 экспериментальных животных).…”

Section: материалы и методыunclassified

COMPARISON OF COLORIMETRIC AND CHEMILUMINESCENT ELISA TESTS FOR DETECTION OF IgG ANTIBODIES TO HUMAN EPO IN THE SERA OF EXPERIMENTAL ANIMALS

2018

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Production of antibodies to erythropoietin-stimulating drugs is an important problem of therapy with recombinant human erythropoietin (EPO). It leads to changes in the pharmacokinetic profile and decreased therapeutic efficiency. Upon long-term treatment with EPO preparations, neutralizing antibodies can result in rare cases, thus leading to complete pure red cell aplasia. Hence, detection of antibodies to EPO is an important stage in the assessment of the drug immunogenicity in preclinical and clinical studies, as well as during the treatment with EPO. We have compared colorimetric and chemiluminescent ELISA tests for detection of IgG antibodies to human EPO with 3,3’,5,5’-tetramethylbenzidine – hydrogen peroxide and luminol -hydrogen peroxide detection systems, respectively. Аntibodies to human EPO were determined in blood serum samples of experimental animals, i.e., rabbits and guinea pigs following their immunization withdifferent doses of pegylated human recombinant EPO-beta subcutaneously or intravenously. The affinitypurified rabbit polyclonal antibodies to human EPO were used as a reference material. The effects of hydrogen peroxide and luminol concentrations upon sensitivity of a chemiluminescent method were also studied. We have shown a 1.5-2-fold increase in sensitivity when using 4-iodophenol for amplification of chemiluminescence. A comparison of the chemiluminescence intensity with time has demonstrated a better stability for the substrate mixture prepared on borate buffer. A decrease in chemiluminescence signal with time was proportional to the decrease in background signal, thus rendering stability of the signal/background ratio for 3 to 30 minutes. Due to optimizing the substrate mixture composition and conditions of chemiluminescence recording, the reached detection limits for colorimetric and chemiluminescent ELISA’s were, respectively, 0.6 ng/ml and 0.08 ng/ml. The measurement range was extended by more than 20 times for chemiluminescent ELISA. The chemiluminescent ELISA for anti-erythropoietin antibody detection showed a 1.9 to 2.6-fold increase in sensitivity for rabbit serum, and 1.8 to 8.9-fold for guinea pigs serum. Good correlation of results was found for quantitative detection of antibodies in rabbit sera using the two methods (R = 0.981). Thus, chemiluminescent ELISA allowed develop a more sensitive detection technique of IgG antibodies to human erythropoietin.

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“…Сыворотки крови экспериментальных животных (кроликов и морских свинок) предоставлены ООО «Форт». Сыворотки получены после введения животным препаратов эритропоэтина бета, конъюгированного с полиэтилен гликолем (ПЭГ-ЭПО, ООО «Форт») [7], и метоксиполиэтиленгликольэпоэтина бета (Мирцера, Hoffmann-La Roche Inc.) в течение 28 дней один раз в неделю подкожно (кролики) и внутривенно (кролики и морские свинки) в дозе 2,5 мкг/кг и 5 мкг/кг и последующего забора крови через 14 дней после последней инъекции (в каждую группу входили от 3 до 8 экспериментальных животных).…”

Section: материалы и методыunclassified

EFFECT OF METHODS OF IMMOBILIZATION OF ERYTHROPOIETIN ON THE SENSITIVITY FOR THE DETECTION OF SPECIFIC IgG TO EPO IN EXPERIMENTAL ANIMALS SERA

Kudryashova

Борисова

Михайлова

et al. 2017

Journal of microbiology, epidemiology and immunobiology

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Aim. The study of the effect of the erythropoietin coating procedure on sensitivity using the same secondary detection methods to quantify anti-EPO IgG positive animal sera. Materials and methods. Sera from experimental animals - rabbits and guinea pigs - after rhEPO injection were used. The methods includes directly coated ELISA and two types of immunochemical immobilization: capturing biotinylated rhEPO on streptavidin coated microtiier plates and capturing rhEPO via a specific antibody Results. Immunochemical rhEPO immobilization results in a sensitivity from 2 to 10 of magnitude higher than direct coating of rhEPO. Conclusion. Our findings show that the method of rhEPO immobilization to microtiter plates is a critical determinant for the sensitivity of ELISA used for measuring anti-EPO antibodies. Assays in which rhEPO was captured via a specific mAb, or in which biotinylated rhEPO was captured via streptavidin, are preferred to detect serum antibodies to native structural state.

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Synthesis of 4-aminobenzoic acid esters of polyethylene glycol and their use for pegylation of therapeutic proteins

Abstract: 4-Aminobenzoic acid esters of polyethylene glycol were synthesized and used for pegylation of recombinant human interferon α-2b and erythropoietin β.

Cited by 8 publications

References 27 publications

A New Direction for the Green, Environmentally Friendly and Sustainable Bioproduction of Aminobenzoic Acid and Its Derivatives

A New Direction for the Green, Environmentally Friendly and Sustainable Bioproduction of Aminobenzoic Acid and Its Derivatives

COMPARISON OF COLORIMETRIC AND CHEMILUMINESCENT ELISA TESTS FOR DETECTION OF IgG ANTIBODIES TO HUMAN EPO IN THE SERA OF EXPERIMENTAL ANIMALS

EFFECT OF METHODS OF IMMOBILIZATION OF ERYTHROPOIETIN ON THE SENSITIVITY FOR THE DETECTION OF SPECIFIC IgG TO EPO IN EXPERIMENTAL ANIMALS SERA

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