The effect of PEGylation on the stability of small therapeutic proteins

Pharmaceutical Development and Technology

Volumn 16, Issue 5, 2011, Pages 441-448

  Palm, Thomas ^a   Esfandiary, Reza ^b   Gandhi, Rajesh ^a  

^a BRISTOL MYERS SQUIBB   (United States)

^b UNIVERSITY OF KANSAS   (United States)

Author keywords

Biopharmaceutics; Differential scanning calorimetry; Formulation; Size exclusion chromatography; Stability

Indexed keywords

4 DIMETHYLAMINOAZOBENZENE; MACROGOL; N ETHYLMALEIMIDE; PEGDINETANIB;

ARTICLE; CHEMICAL MODEL; DIFFERENTIAL SCANNING CALORIMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICROCALORIMETRY; PH; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DENATURATION; PROTEIN MODIFICATION; PROTEIN REFOLDING; PROTEIN STABILITY; PROTEIN UNFOLDING; SCREENING; THERMOSTABILITY; TRANSITION TEMPERATURE;

CALORIMETRY, DIFFERENTIAL SCANNING; CHROMATOGRAPHY, GEL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DRUG STABILITY; FIBRONECTINS; HUMANS; HYDROGEN-ION CONCENTRATION; IMMUNOGLOBULIN VARIABLE REGION; PEPTIDE FRAGMENTS; POLYETHYLENE GLYCOLS; PROTEIN DENATURATION; PROTEIN FOLDING; PROTEIN STABILITY; TEMPERATURE;

EID: 80052901092     PISSN: 10837450     EISSN: 10979867     Source Type: Journal    
DOI: 10.3109/10837450.2010.535830     Document Type: Article

References (23)

1. Skerra A. Alternative non-antibody scafolds for molecular recognition. Curr Opin Biotechnol 2007;18(4):295-304. (Pubitemid 47385180)
2. Fiedler M, Skerra A. Non-antibody scafolds. In: Dübel S, editor. Handbook of therapeutic antibodies. Vol. II. New York: Wiley-VCH; 2008:467-499.
3. Holt LJ, Herring C, Jespers LS, Woolven BP, Tomlinson IM. Domain antibodies: Proteins for therapy. Trends Biotechnol 2003;21(11):484-490. (Pubitemid 37324200)
4. Parker MH, Chen Y, Danehy F, Dufu K, Ekstrom J, Getmanova E, Gokemeijer J, Xu L, Lipovsek D. Antibody mimics based on human fbronectin type three domain engineered for thermostability and high-afnity binding to vascular endothelial growth factor receptor two. Protein Eng Des Sel 2005;18(9):435-444. (Pubitemid 41219890)
5. Getmanova EV, Chen Y, Bloom L, Gokemeijer J, Shamah S, Warikoo V, Wang J, Ling V, Sun L. Antagonists to human and mouse vascular endothelial growth factor receptor 2 generated by directed protein evolution in vitro. Chem Biol 2006;13(5):549-556. (Pubitemid 43744513)
6. Bailon P, Palleroni A, Schafer CA, Spence CL, Fung WJ, Porter JE, Ehrlich GK, Pan W, Xu ZX, Modi MW, Farid A, Berthold W, Graves M. Rational design of a potent, long-lasting form of interferon: A 40 kDa branched polyethylene glycol-conjugated interferon alpha-2a for the treatment of hepatitis C. Bioconjug Chem 2001;12(2):195-202. (Pubitemid 32235471)
7. Greenwald RB, Yang K, Zhao H, Conover CD, Lee S, Filpula D. Controlled release of proteins from their poly(ethylene glycol) conjugates: Drug delivery systems employing 1,6-elimination. Bioconjug Chem 2003;14(2):395-403. (Pubitemid 36348663)
8. Veronese FM, Mero A. Te impact of PEGylation on biological therapies. BioDrugs 2008;22(5):315-329.
9. Basu A, Yang K, Wang M, Liu S, Chintala R, Palm T, Zhao H, Peng P, Wu D, Zhang Z, Hua J, Hsieh MC, Zhou J, Petti G, Li X, Janjua A, Mendez M, Liu J, Longley C, Zhang Z, Mehlig M, Borowski V, Viswanathan M, Filpula D. Structure-function engineering of interferon-beta-1b for improving stability, solubility, potency, immunogenicity, and pharmacokinetic properties by site-selective mono-PEGylation. Bioconjug Chem 2006;17(3):618-630. (Pubitemid 43794371)
10. Wang M, Basu A, Palm T, Hua J, Youngster S, Hwang L, Liu HC, Li X, Peng P, Zhang Y, Zhao H, Zhang Z, Longley C, Mehlig M, Borowski V, Sai P, Viswanathan M, Jang E, Petti G, Liu S, Yang K, Filpula D. Engineering an arginine catabolizing bioconjugate: Biochemical and pharmacological characterization of PEGylated derivatives of arginine deiminase from Mycoplasma arthritidis. Bioconjug Chem 2006;17(6):1447-1459. (Pubitemid 44851489)
11. Dineen SP, Sullivan LA, Beck AW, Miller AF, Carbon JG, Mamluk R, Wong H, Brekken RA. Te Adnectin CT-322 is a novel VEGF receptor 2 inhibitor that decreases tumor burden in an orthotopic mouse model of pancreatic cancer. BMC Cancer 2008;8:352.
12. Mamluk R, Carvajal IM, Morse BA, Wong H, Abramowitz J, Aslanian S, Lim AC, Gokemeijer J, Storek MJ, Lee J, Gosselin M, Wright MC, Camphausen RT, Wang J, Chen Y, Miller K, Sanders K, Short S, Sperinde J, Prasad G, Williams S, Kerbel R, Ebos J, Mutsaers A, Mendlein JD, Harris AS, Furfne ES. Anti-tumor efect of CT-322 as an adnectin inhibitor of vascular endothelial growth factor receptor-2. MAbs 2010; 2, 2: 199-208.
13. Sweeney CJ, Chriorean EG, Mita MM, Papadopoulos KP, Silver B, Freed M, Gokemeijer J, Eaton C, Furfne E, Tolcher AW. Phase I study of CT-322, frst Adnectin protein therapeutic and potent inhibitor of VEGFR-2, in patients (pts) with advanced solid tumors (ST). J Clin Oncol (Meeting Abstracts) 2008;26(15 suppl.):3523.
14. Molckovsky A, Siu LL. First-in-class, frst-in-human phase I results of targeted agents: Highlights of the 2008 American Society of Clinical Oncology meeting. J Hematol Oncol 2008;1:20.
15. Lim AC, Storek MJ, Wang J, Morse BA, Camphausen RT. Unpublished results.
16. Lopez-Cruz JI, Viniegra-Gonzalez G, Hernandez-Arana A. Termostability of native and pegylated Myceliophthora thermophila laccase in aqueous and mixed solvents. Bioconjug Chem 2006;17(4):1093-1098. (Pubitemid 44162631)
17. Nie Y, Zhang X, Wang X, Chen J. Preparation and stability of N-terminal mono-PEGylated recombinant human endostatin. Bioconjug Chem 2006;17(4):995-999. (Pubitemid 44162618)
18. Castellanos IJ, Al-Azzam W, Griebenow K. Efect of the covalent modifcation with poly(ethylene glycol) on alpha-chymotrypsin stability upon encapsulation in poly(lactic-co-glycolic) microspheres. J Pharm Sci 2005;94(2):327-340. (Pubitemid 40293329)
19. Topchieva IN, Efremova NV, Khvorov NV, Magretova NN. Synthesis and physicochemical properties of protein conjugates with water-soluble poly(alkylene oxides). Bioconjug Chem 1995;6(4):380-388.
20. Rodriguez-Martinez JA, Sola RJ, Castillo B, Cintron-Colon HR, Rivera-Rivera I, Barletta G, Griebenow K. Stabilization of alpha-chymotrypsin upon PEGylation correlates with reduced structural dynamics. Biotechnol Bioeng 2008;101(6):1142-1149.
21. Remmele RL Jr, Bhat SD, Phan DH, Gombotz WR. Minimization of recombinant human Flt3 ligand aggregation at the Tm plateau: A matter of thermal reversibility. Biochemistry 1999;38(16):5241-5247.
22. Wang C, Eufemi M, Turano C, Giartosio A. Infuence of the carbohydrate moiety on the stability of glycoproteins. Biochemistry 1996;35(23):7299-7307. (Pubitemid 26189798)
23. Burton L, Gandhi R, Duke G, Paborji M. Use of microcalorimetry and its correlation with size exclusion chromatography for rapid screening of the physical stability of large pharmaceutical proteins in solution. Pharm Dev Technol 2007;12(3):265-273. (Pubitemid 47027067)