Literature DB >> 16728273

Design of homogeneous, monopegylated erythropoietin analogs with preserved in vitro bioactivity.

Dana L Long1, Daniel H Doherty, Stephen P Eisenberg, Darin J Smith, Mary S Rosendahl, Kurt R Christensen, Dean P Edwards, Elizabeth A Chlipala, George N Cox.   

Abstract

OBJECTIVE: Erythropoietin (Epo) bioactivity is significantly reduced by modification of lysine residues with amine-reactive reagents, which are the most commonly used reagents for attaching polyethylene glycols (PEGs) to proteins to improve protein half-life in vivo. The aims of this study were to determine whether Epo bioactivity can be preserved by targeting attachment of maleimide-PEGs to engineered cysteine analogs of Epo, and to determine whether the pegylated Epo cysteine analogs have improved pharmacokinetic properties in vivo.
MATERIALS AND METHODS: Thirty-four Epo cysteine analogs were constructed by site-directed mutagenesis and expressed as secreted proteins in baculovirus-infected insect cells. Following purification, monopegylated derivatives of 12 cysteine analogs were prepared using 20-kDa maleimide-PEGs. In vitro biological activities of the proteins were measured in an Epo-dependent cell proliferation assay. Plasma levels of insect cell-expressed wild-type Epo (BV Epo) and a pegylated Epo cysteine analog were quantitated by ELISA following intravenous administration to rats.
RESULTS: Biological activities of 17 purified Epo cysteine analogs and 10 purified pegylated Epo cysteine analogs were comparable to that of BV Epo in the in vitro bioassay. The only pegylated cysteine analogs that displayed consistently reduced in vitro bioactivities were substitutions for lysine residues, PEG-K45C and PEG-K154C. The pegylated Epo cysteine analog had a slower initial distribution phase and a longer terminal half-life than BV Epo in rats, but the majority of both proteins were cleared rapidly from the circulation.
CONCLUSIONS: Targeted attachment of maleimide-PEGs to engineered Epo cysteine analogs permits rational design of monopegylated Epo analogs with minimal loss of in vitro biological activity. Insect cell-expressed Epo proteins are cleared rapidly from the circulation in rats, possibly due to improper glycosylation. Site-specific pegylation appears to improve the pharmacokinetic properties of Epo.

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Year:  2006        PMID: 16728273      PMCID: PMC1634893          DOI: 10.1016/j.exphem.2006.02.011

Source DB:  PubMed          Journal:  Exp Hematol        ISSN: 0301-472X            Impact factor:   3.084


  28 in total

1.  Survival of recombinant erythropoietin in the circulation: the role of carbohydrates.

Authors:  M N Fukuda; H Sasaki; L Lopez; M Fukuda
Journal:  Blood       Date:  1989-01       Impact factor: 22.113

2.  The in vivo metabolism of recombinant human erythropoietin in the rat.

Authors:  J L Spivak; B B Hogans
Journal:  Blood       Date:  1989-01       Impact factor: 22.113

3.  Biotinylated recombinant human erythropoietins: bioactivity and utility as receptor ligand.

Authors:  D M Wojchowski; L Caslake
Journal:  Blood       Date:  1989-08-15       Impact factor: 22.113

4.  Cancer therapy with chemically modified enzymes. I. Antitumor properties of polyethylene glycol-asparaginase conjugates.

Authors:  A Abuchowski; G M Kazo; C R Verhoest; T Van Es; D Kafkewitz; M L Nucci; A T Viau; F F Davis
Journal:  Cancer Biochem Biophys       Date:  1984-06

5.  Clinical pharmacology of recombinant human erythropoietin (r-HuEPO).

Authors:  K K Flaharty
Journal:  Pharmacotherapy       Date:  1990 Mar-Apr       Impact factor: 4.705

6.  Erythropoietin structure-function relationships: high degree of sequence homology among mammals.

Authors:  D Wen; J P Boissel; T E Tracy; R H Gruninger; L S Mulcahy; J Czelusniak; M Goodman; H F Bunn
Journal:  Blood       Date:  1993-09-01       Impact factor: 22.113

7.  Effects of site-directed removal of N-glycosylation sites in human erythropoietin on its production and biological properties.

Authors:  K Yamaguchi; K Akai; G Kawanishi; M Ueda; S Masuda; R Sasaki
Journal:  J Biol Chem       Date:  1991-10-25       Impact factor: 5.157

8.  Erythropoietin structure-function relationships. Mutant proteins that test a model of tertiary structure.

Authors:  J P Boissel; W R Lee; S R Presnell; F E Cohen; H F Bunn
Journal:  J Biol Chem       Date:  1993-07-25       Impact factor: 5.157

9.  Desferrioxamine induces erythropoietin gene expression and hypoxia-inducible factor 1 DNA-binding activity: implications for models of hypoxia signal transduction.

Authors:  G L Wang; G L Semenza
Journal:  Blood       Date:  1993-12-15       Impact factor: 22.113

10.  Establishment and characterization of a human leukemic cell line with megakaryocytic features: dependency on granulocyte-macrophage colony-stimulating factor, interleukin 3, or erythropoietin for growth and survival.

Authors:  N Komatsu; H Nakauchi; A Miwa; T Ishihara; M Eguchi; M Moroi; M Okada; Y Sato; H Wada; Y Yawata
Journal:  Cancer Res       Date:  1991-01-01       Impact factor: 12.701

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4.  Design, modeling, expression, and chemoselective PEGylation of a new nanosize cysteine analog of erythropoietin.

Authors:  Reza Ahangari Cohan; Armin Madadkar-Sobhani; Hossein Khanahmad; Farzin Roohvand; Mohammad Reza Aghasadeghi; Mohammad Hossein Hedayati; Zahra Barghi; Mehdi Shafiee Ardestani; Davoud Nouri Inanlou; Dariush Norouzian
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Authors:  Won Il Choi; Nazila Kamaly; Lorena Riol-Blanco; In-Hyun Lee; Jun Wu; Archana Swami; Cristian Vilos; Basit Yameen; Mikyung Yu; Jinjun Shi; Ira Tabas; Ulrich H von Andrian; Sangyong Jon; Omid C Farokhzad
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