Glycation improves the thermostability of trypsin and chymotrypsin

Biotechnology and Bioengineering

Volumn 101, Issue 3, 2008, Pages 452-459

  Pham, Van Thong ^a   Ewing, Erin ^a   Kaplan, Harvey ^a   Choma, Christin ^b   Hefford, Mary Alice ^c  

^a UNIVERSITY OF OTTAWA   (Canada)

^b Calorimetry Sciences Corporation   (United States)

^c HEALTH CANADA   (Canada)

Author keywords

Chymotrypsin; Enzyme activity; Enzyme stability; Glycation; Thermostability; Trypsin

Indexed keywords

CHYMOTRYPSIN; ENZYME STABILITY; GLYCATION; THERMOSTABILITY; TRYPSIN;

AMINO ACIDS; ENZYMES; GLUCOSE; PROTEINS; THERMODYNAMIC STABILITY;

ENZYME ACTIVITY;

CHYMOTRYPSIN; GLUCOSE; LYSINE; RIBONUCLEASE; TRYPSIN;

ALKALINITY; ARTICLE; CIRCULAR DICHROISM; DIFFERENTIAL SCANNING CALORIMETRY; ENZYME ACTIVITY; ENZYME DEGRADATION; ENZYME INACTIVATION; ENZYME SPECIFICITY; GLYCATION; HIGH TEMPERATURE; NONHUMAN; REACTION ANALYSIS; THERMOSTABILITY; VACUUM;

CALORIMETRY, DIFFERENTIAL SCANNING; CHYMOTRYPSIN; CIRCULAR DICHROISM; ENZYME STABILITY; GLYCOSYLATION; HEAT; HYDROGEN-ION CONCENTRATION; LYSINE; SUBSTRATE SPECIFICITY; TIME FACTORS; TRANSITION TEMPERATURE; TRYPSIN; VACUUM;

BOVINAE; SUS;

EID: 53549106354     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.21919     Document Type: Article

References (36)

1. Bonner WM, West MH, Stedman JD. 1980. Two-dimensional gel analysis of histones in acid extracts of nuclei, cells, and tissues. Eur J Biochem 109(1):17-23.
2. Buck FF, Vithayathil AJ, Bier M, Nord FF. 1962. On the mechanism of enzyme action. 73. Studies on trypsins from beef, sheep and pig pancreas. Arch Biochem Biophys 97:417-424.
3. Cho SJ, Roman G, Yeboah F, Konishi Y. 2007. The road to advanced glycation end products: A mechanistic perspective. Curr Med Chem 14(15):1653-1671.
4. Ewing E. 2006. In vacuo glycation of enzymes: A novel approach for increasing enzyme stability. Ottawa: University of Ottawa. 113 p.
5. Finehout EJ, Cantor JR, Lee KH. 2005. Kinetic characterization of sequencing grade modified trypsin. Proteomics 5(9):2319-2321.
6. Hirs CHW. 1967. Performic acid oxidation. In: Kaplan NO, editor. Methods in enzymology, Vol. XI. London: Academic Press. p 197-199.
7. Imperiali B, O'Connor SE. 1999. Effect of N-linked glycosylation on glycopeptide and glycoprotein structure. Curr Opin Chem Biol 3(6): 643-649.
8. Inagami T. 1964. The mechanism of the specificity of trypsin catalysis. J Biol Chem 239(3):787-791.
9. Kaplan H, Taralp A. 1997. Nonaqueous chemical modification of lyophilized proteins. In: Marshark DR, editor. Techniques in protein chemistry viii. London, England: Academic Press. p 219-230.
10. Kaplan H, King MC, Stewart NAS. 2002. Kaplan, CIPO CA 2398213, assignee. In Vacuo Glycation of Proteins. CA patent 2398213.
11. Kaplan H, King MC, Stewart NAS. 2006. Kaplan, Harvey, US Patent 20060122369, assignee. 2006. In Vacuo Glycation of Proteins. US patent 20060122369.
12. Kaplan H, Ewing E, Pham VT. 2008. Autolysis-Resistant Trypsin (manuscript in preparation).
13. Kato Y, Matsuda T, Nakamura R. 1993. Improvement of physicochemical and enzymatic properties of bovine trypsin by non-enzymatic glycation. Biosci Biotechnol Biochem 57:1-5.
14. Khalifah RG, Todd P, Booth AA, Yang SX, Mott JD, Hudson BG. 1996. Kinetics of nonenzymatic glycation of ribonuclease A leading to advanced glycation end products. Paradoxical inhibition by ribose leads to facile isolation of protein intermediate for rapid post-Amadori studies. Biochemistry 35(15):4645-4654.
15. Liang JN, Rossi MT. 1990. In vitro non-enzymatic glycation and formation of browning products in the bovine lens alpha-crystallin. Exp Eye Res 50(4):367-371.
16. Marshall JJ, Rabinowitz ML. 1976. Preparation and characterization of a dextran-trypsin conjugate. J Biol Chem 251(4):1081-1087.
17. Marshall SA, Lazar GA, Chirino AJ, Desjarlais JR. 2003. Rational design and engineering of therapeutic proteins. Drug Discov Today 8(5):212-221.
18. Matthews CR. 1993. Pathways of protein folding. Annu Rev Biochem 62: 653-683.
19. Morgan F, Leonil J, Molle D, Bouhallab S. 1999. Modification of bovine beta-lactoglobulin by glycation in a powdered state or in an aqueous solution: Effect on association behavior and protein conformation. J Agric Food Chem 47(1):83-91.
20. Nakamura K, Matsushima A. 1969. Comparative studies on the states of amino acid residues in porcine and bovine trypsins. J Biochem (Tokyo) 65(5):785-792.
21. Pace NC, Shirley BA. 1997. Measuring the conformational stability of a protein. In: Creighton TE, editor. Protein structure: A practical approach, 2nd edn. New York: IRL Press at Oxford University Press. p 311-330.
22. Paulson JC. 1990. Glycoproteins: What are the sugar chains for? In: Bradshaw RA, Purton M, editors. Proteins: Form and Function. Cambridge, UK: Elsevier Trends Journals. p 209-217.
23. Rice RH, Means GE, Brown WD. 1977. Stabilization of bovine trypsin by reductive methylation. Biochim Biophys Acta 492(2):316-321.
24. Schoellmann G, Shaw E. 1963. Direct evidence for the presence of histidine in the active center of chymotrypsin. Biochemistry 2:252-255.
25. Sinha S, Surolia A. 2007. Attributes of glycosylation in the establishment of the unfolding pathway of soybean agglutinin. Biophys J 92(1):208-216.
26. Sola RJ, Griebenow K. 2006a. Chemical glycosylation: New insights on the interrelation between protein structural mobility, thermodynamic stability, and catalysis. FEBS Lett 580(6):1685-1690.
27. Sola 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.
28. Sola RJ, Al-Azzam W, Griebenow K. 2006. Engineering of protein thermodynamic, kinetic, and colloidal stability: Chemical Glycosylation with monofunctionally activated glycans. Biotechnol Bioeng 94(6):1072-1079.
29. Sola RJ, Rodriguez-Martinez 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.
30. Spiro RG. 1973. Glycoproteins. Adv Protein Chem 27:349-467.
31. Spiro RG. 2002. Protein glycosylation: Nature, distribution, enzymatic formation, and disease implications of glycopeptide bonds. Glycobiology 12(4):43R-56R.
32. Taralp A, Kaplan H. 1997. Chemical modification of lyophilized proteins in nonaqueous environments. J Protein Chem 16(3):183-193.
33. Vithayathil AJ, Buck F, Bier M, Nord FF. 1961. On the mechanism of enzyme action. 72. Comparative studies on trypsins of various origins. Arch Biochem Biophys 92:532-540.
34. Weiner H, Batt CW, Koshland DE Jr. 1966. A change in specificity of chymotrypsin caused by chemical modification of methionine residues. J Biol Chem 241(11):2687-2693.
35. Werner RG, Kopp K, Schlueter M. 2007. Glycosylation of therapeutic proteins in different production systems. Acta Paediatr 96(s445):6.
36. Yeboah FK, Alli I, Yaylayan VA, Yasuo K, Chowdhury SF, Purisima EO. 2004. Effect of limited solid-state glycation on the conformation of lysozyme by ESI-MSMS peptide mapping and molecular modeling. Bioconjug Chem 15(1):27-34.