Stabilization of α-chymotrypsin upon PEGylation correlates with reduced structural dynamics

Biotechnology and Bioengineering

Volumn 101, Issue 6, 2008, Pages 1142-1149

  Rodríguez Martínez, José A ^a   Solá, Ricardo J ^a   Castillo, Betzaida ^a   Cintrón Colón, Héctor R ^a   Rivera Rivera, Izarys ^a   Barletta, Gabriel ^b   Griebenow, Kai ^a  

^a UNIVERSITY OF PUERTO RICO RIO PIEDRAS   (Puerto Rico)

^b UNIVERSITY OF PUERTO RICO   (Puerto Rico)

Author keywords

H D exchange; PEGylation; Protein dynamics; Protein engineering; Protein thermodynamic stability

Indexed keywords

CONFORMATIONAL DYNAMICS; COVALENT MODIFICATIONS; DEGREE OF MODIFICATIONS; EXPERIMENTAL EVIDENCES; FOURIER; FUTURE DEVELOPMENTS; GLYCANS; H/D EXCHANGE; H/D EXCHANGES; INITIAL HYPOTHESES; MAIN FACTORS; MODEL PROTEINS; PEGYLATION; POLY(ETHYLENE GLYCOL); PROTEIN DYNAMICS; PROTEIN ENGINEERING; PROTEIN STABILITIES; PROTEIN THERAPEUTICS; TERTIARY STRUCTURES; THERMAL TRANSITIONS;

BIOCHEMICAL ENGINEERING; DYNAMICS; ELECTRIC INSTRUMENT TRANSFORMERS; ETHYLENE; ETHYLENE GLYCOL; EXPERIMENTS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GENETIC ENGINEERING; GLYCOLS; MOLECULAR INTERACTIONS; POLYETHYLENE GLYCOLS; POLYETHYLENE OXIDES; PROTEINS; STABILIZATION; STRUCTURAL DYNAMICS; THERMODYNAMICS;

THERMODYNAMIC STABILITY;

CHYMOTRYPSIN A; GLYCAN; MACROGOL;

ARTICLE; CONJUGATION; ENZYME STABILITY; PROTEIN ENGINEERING; PROTEIN MODIFICATION; PROTEIN TERTIARY STRUCTURE; THERMODYNAMICS; THERMOSTABILITY;

CHYMOTRYPSIN; CIRCULAR DICHROISM; ENZYME STABILITY; FOURIER ANALYSIS; POLYETHYLENE GLYCOLS; PROTEIN STRUCTURE, TERTIARY; TEMPERATURE;

EID: 56749121968     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.22014     Document Type: Article

References (37)

1. Abuchowski A, McCoy JR, Palczuk NC, van Es T, Davis FF. 1977a. Effect of covalent attachment of polyethylene glycol on immunogenicity and circulating life of bovine liver catalase. J Biol Chem 252(11):3582-3586.
2. Abuchowski A, van Es T, Palczuk NC, Davis FF. 1977b. Alteration of immunological properties of bovine serum albumin by covalent attachment of polyethylene glycol. J Biol Chem 252(11):3578-3581.
3. Basu A, Yang K, Wang ML, Liu S, Chintala R, Palm T, Zhao H, Peng P, Wu DC, Zhang ZF, Hua J, Hsieh M-C, Zhou J, Petti G, Li X, Janjua A, Mendez M, Liu J, Longley C, Zhang Z, Mehlig M, Borowski B, Vishwanathan M, Filpula D. 2006. Structure-function engineering of interferon-beta-1b for improving stability, solubility, potency, immunogenicity, and pharmacokinetic properties by site-selective mono-PEGylation. Bioconjugate Chem 17(3):618-630.
4. Bonisch H, Backmann J, Kath T, Naumann D, Schafer G. 1996. Adenylate kinase from Sulfolobus acidocaldarius: Expression in Escherichia coli and characterization by Fourier transform infrared spectroscopy. Arch Biochem Biophys 333(1):75-84.
5. Castellanos IJ, Al-Azzam W, Griebenow K. 2005. Effect of the covalent modification with poly(ethylene glycol) on alpha-chymotrypsin stability upon encapsulation in poly(lactic-co-glycolic) microspheres. J Pharm Sci 94(2):327-340.
6. Castillo B, Mendez J, Al-Azzam W, Barletta G, Griebenow K. 2006. On the relationship between the activity and structure of PEG-α-chymotrypsin conjugates in organic solvents. Biotech Bioeng 94(3):565-574.
7. Castillo B, Solá RJ, Ferrer A, Barletta G, Griebenow K. 2008. Effect of PEG modification on subtilisin Carlsberg activity, enantioselectivity, and structural dynamics in 1,4-dioxane. Biotech Bioeng 99(1):9-17.
8. Celej MS, Montich GG, Fidelio GD. 2003. Protein stability induced by ligand binding correlates with changes in protein flexibility. Protein Sci 12(7):1496-1506.
9. Cromwell MEM, Hilario E, Jacobson F. 2006. Protein aggregation and bioprocessing. AAPS J 8(3):E572-E579.
10. DeJongh HHJ, Goormaghtigh E, Ruysschaert JM. 1995. Tertiary stability of native and methionine-80 modified cytochrome-c detected by proton deuterium-exchange using online Fourier-transform infrared spectroscopy. Biochemistry 34(1):172-179.
11. Ferraro DM, Robertson AD. 2004. EX1 hydrogen exchange and protein folding. Biochemistry 43(3):587-594.
12. Frokjaer S, Otzen DE. 2005. Protein drug stability: A formulation challenge. Nat Rev Drug Discov 4(4):298-306.
13. García-Arellano H, Valderrama B, Saab-Rincon G, Vázquez-Duhalt R. 2002. High temperature biocatalysis by chemically modified cytochrome c. Bioconjugate Chem 13(6):1336-1344.
14. Habeeb AFSA. 1966. Determination of free amino groups in protein by trinitrobenzene sulfonic acid. Anal Biochem 14:328-336.
15. Harris JM, Chess RB. 2003. Effect of pegylation on pharmaceuticals. Nat Rev Drug Discovery 2(3):214-221.
16. Hvidt A, Nielsen SO. 1966. Hydrogen exchange in proteins. Adv Prot Chem 21:287-386.
17. Li J, Cheng X, Lee JC. 2002. Structure and dynamics of the modular halves of Escherichia coli cyclic AMP receptor protein. Biochemistry 41(50):14771-14778.
18. Longo MA, Combes D. 1999. Thermostability of modified enzymes: A detailed study. J Chem Technol Biotechnol 74(1):25-32.
19. López-Cruz JI, Viniegra-Gonzalez G, Hernandez-Arana A. 2006. Thermostability of native and pegylated Myceliophthora thermophila laccase in aqueous and mixed solvents. Bioconjugate Chem 17(4):1093-1098.
20. Manjula BN, Tsai S, Upadhya R, Perumalsamy K, Smith PK, Malavalli A, Vandegriff K, Winslow RM, Intaglietta M, Prabhakaran M, Friedman JM, Acharya AS. 2003. Site-specific PEGylation of hemoglobin at cys-93(beta): Correlation between the colligative properties of the PEGylated protein and the length of the conjugated PEG chain. Bioconjugate Chem 14(2):464-472.
21. Manning MC, Patel K, Borchardt RT. 1989. Stability of protein pharmaceuticals. Pharm Res 6(11):903.
22. Nie YJ, Zhang X, Wang XC, Chen JH. 2006. Preparation and stability of N-terminal mono-PEGylated recombinant human endostatin. Bioconjugate Chem 17(4):995-999.
23. Pace CN. 1990. Measuring and increasing protein stability. Trends Biotechnol 8(4):93-98.
24. Pérez C, Castellanos IJ, Costantino HR, Al-Azzam W, Griebenow K. 2002. Recent trends in stabilizing protein structure upon encapsulation and release from bioerodible polymers. J Pharm Pharmacol 54(3):301-313.
25. Privalov PL, Tsalkova TN. 1979. Micro- and macro-stabilities of globular proteins. Nature 280(23):693-696.
26. Soares AL, Guirmaraes GM, Polakiewicz B, Pitombo RND, Abrahao-Neto J. 2002. Effects of polyethylene glycol attachment on physicochemical and biological stability of E. coli L-asparaginase. Int J Pharm 237(1-2):163-170.
27. Solá RJ, Griebenow K. 2006a. Chemical glycosylation: New insights on the interrelation between protein structural mobility, thermodynamic stability, and catalysis. FEBS Lett 580:1685-1690.
28. Solá RJ, Griebenow K. 2006b. Influence of modulated structural dynamics on the kinetics of alpha-chymotrypsin catalysis - Insights through chemical glycosylation, molecular dynamics and domain motion analysis. FEBS J 273(23):5303-5319.
29. Solá RJ, Al-Azzam W, Griebenow K. 2006. Engineering of protein thermodynamic, kinetic, and colloidal stability: Chemical glycosylation with monofunctionally activated glycans. Biotech Bioeng 94(6):1072-1079.
30. Solá RJ, Rodríguez-Martínez JA, Griebenow K. 2007. Modulation of protein biophysical properties by chemical glycosylation: Biochemical insights and biomedical implications. Cell Mol Life Sci 64(16):2133-2152.
31. Svergun DI, Ekstrom F, Vandegriff KD, Malavalli A, Baker DA, Nilsson C, Winslow RM. 2008. Solution structure of poly(ethylene) glycol-conjugated hemoglobin revealed by small-angle X-ray scattering: Implications for a new oxygen therapeutic. Biophys J 94(1):173-181.
32. Topchieva IN, Efremova NV, Khvorov NV, Magretova NN. 1995. Synthesis and physicochemical properties of protein conjugates with water-soluble poly(alkylene oxides). Bioconjugate Chem 6(4):380-388.
33. Veronese FM, Pasut G. 2005. PEGylation, successful approach to drug delivery. Drug Discov Today 10(21-24):1451-1458.
34. Wang W. 1999. Instability, stabilization, and formulation of liquid protein pharmaceuticals. Int J Pharm 185(2):129-188.
35. Wang W. 2000. Lyophilization and development of solid protein pharmaceuticals. Int J Pharm 203(1-2):1-60.
36. Yang Z, Domach M, Auger R, Yang FX, Russell AJ. 1996. Polyethylene glycol-induced stabilization of subtilisin. Enzyme Microb Technol 18(2):82-89.
37. Zavodszky P, Kardos J, Svingor A, Petsko GA. 1998. Adjustment of conformational flexibility is a key event in the thermal adaptation of proteins. Proc Natl Acad Sci 95(13):7406-7411.