Kinetics of Hyal-1 and PH-20 hyaluronidases: Comparison of minimal substrates and analysis of the transglycosylation reaction

Glycobiology

Volumn 17, Issue 9, 2007, Pages 963-971

  Hofinger, Edith S A ^a   Bernhardt, Günther ^a   Buschauer, Armin ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

Capillary electrophoresis; Drosophila Schneider 2 cells; Hyal 1; PH 20; Transglycosylation

Indexed keywords

CARBOHYDRATE DERIVATIVE; HYALURONIC ACID; HYALURONIDASE; HYALURONOGLUCOSAMINIDASE; ISOPROTEIN; PROTEIN HYAL 1; PROTEIN PH 20; UNCLASSIFIED DRUG;

ARTICLE; CAPILLARY ZONE ELECTROPHORESIS; CATABOLISM; CATALYSIS; COMPARATIVE STUDY; CONTROLLED STUDY; ENZYME SUBSTRATE; GLYCOBIOLOGY; GLYCOSYLATION; HUMAN; HYDROLYSIS; MOLECULAR MECHANICS; MOLECULAR WEIGHT; PRIORITY JOURNAL; PROTEIN FUNCTION;

ANIMALS; CELL ADHESION MOLECULES; DROSOPHILA; ELECTROPHORESIS, CAPILLARY; GLYCOSYLATION; HUMANS; HYALURONOGLUCOSAMINIDASE; HYDROGEN-ION CONCENTRATION; HYDROLYSIS; KINETICS; POLYSACCHARIDES; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; STREPTOCOCCUS; SUBSTRATE SPECIFICITY;

BOVINAE; MAMMALIA;

EID: 34548752817     PISSN: 09596658     EISSN: 14602423     Source Type: Journal    
DOI: 10.1093/glycob/cwm070     Document Type: Article

References (34)

1. Afify A, Stern M, Guntenhoner M, Stern R. 1993. Purification and characterization of human serum hyaluronidase. Arch Biochem Biophys. 305:434-441.
2. Asteriou T, Vincent J-C, Tranchepain F, Deschrevel B. 2006. Inhibition of hyaluronan hydrolysis catalysed by hyaluronidase at high substrate concentration and low ionic strength. Matrix Biol. 25(3):166-174.
3. Bookbinder LH, Hofer A, Haller MF, Zepeda ML, Keller GA, Lim JE, Edgington TS, Shepard HM, Patton JS, Frost GI. 2006. A recombinant human enzyme for enhanced interstitial transport of therapeutics. J Control Release. 114(2):230-241.
4. Chao KL,Muthukumar L, Herzberg O. 2007. Structure of human hyaluronidase Hyal-1, a hyaluronan hydrolyzing enzyme involved in tumor growth and angiogenesis. Biochemistry. 46:6911-6920.
5. Cherr GN, Meyers SA, Yudin AI, VandeVoort CA, Myles DG, Primakoff P, Overstreet JW. 1996. The PH-20 Protein in Cynomolgus Macaque Spermatozoa: Identification of Two Different Forms Exhibiting Hyaluronidase Activity. Develop Biol. 175(1):142-153.
6. Cramer JA, Bailey LC, Bailey CA, Miller RT. 1994. Kinetic and mechanistic studies with bovine testicular hyaluronidase. Biochim Biophys Acta. 1200(3):315-321.
7. Frost GI, Csoka TB, Wong T, Stern R. 1997. Purification, cloning, and expression of human plasma hyaluronidase. Biochem Biophys Res Commun. 236(1):10-15.
8. Gmachl M, Sagan S, Ketter S, Kreil G. 1993. The human sperm protein PH-20 has hyaluronidase activity. FEBS Lett. 336(3):545-548.
9. Gold EW. 1982. Purification and properties of hyaluronidase from human liver. Biochem J. 205:69-74.
10. Gorham SD, Olavesen AH, Dodgson KS. 1975. Effect of ionic strength and pH on the properties of purified bovine testicular hyaluronidase. Connect Tissue Res. 3:17-25.
11. Grimshaw J, Kane A, Trocha-Grimshaw J, Douglas A, Chakravarthy UDA. 1994. Quantitative analysis of hyaluronan in vitreous humor using capillary electrophoresis. Electrophoresis. 15(7):936-940.
12. Highsmith S, Garvin JHJ, Chipman DM. 1975. Mechanism of action of bovine testicular hyaluronidase. Mapping of the active site. J Biol Chem. 250(18):7473-7480.
13. Hoechstetter J. 2005. Characterisation of bovine testicular hyaluronidase and a hyaluronate lyase from Streptococcus agalactiae. Doctoral Thesis. University of Regensburg. http://www.opus-bayern.de/ uniregensburg/volltexte/2005/519/.
14. Hoechstetter J, Oettl M, Asen I, Molz R, Bernhardt G, Buschauer A. 2001. Discrepancies in apparent enzymatic activity of bovine testicular hyaluronidase depend on the type of assay. Arch Pharm Med Chem. 334(Suppl. 2):37.
15. Hoffman P, Meyer K, Linker A. 1956. Transglycosylation during the mixed digestion of hyaluronic acid and chondroitin sulfate by testicular hyaluronidase. J Biol Chem. 219:653-663.
16. Hofinger ESA, Spickenreither M, Oschmann J, Rudolph R, Bernhardt G, Buschauer A. 2007. Human hyaluronidase Hyal-1: Insect cells versus E. coli as expression system and identification of low molecular weight inhibitors. Glycobiology. 17(4):444-453.
17. Jedrzejas MJ, Stern R. 2005. Structures of vertebrate hyaluronidases and their unique enzymatic mechanism of hydrolysis. Proteins: Struct, Funct, Genet. 61(2):227-238.
18. Kinoshita M, Okino A, Oda Y, Kakehi K. 2001. Anomalous migration of hyaluronic acid oligomers in capillary electrophoresis: Correlation to susceptibility to hyaluronidase. Electrophoresis. 22(16):3458-3465.
19. Mao W, Thanawiroon C, Linhardt RJ. 2002. Capillary electrophoresis for the analysis of glycosaminoglycans and glycosaminoglycan-derived oligosaccharides. Biomed Chromatogr. 16(2):77-94.
20. Markovic-Housley Z, Miglinerini G, Soldatova L, Rizkallah P, Müller U, Schirmer T. 2000. Crystal structure of hyaluronidase, a major allergen of bee venom. Structure. 8:1025-1035.
21. Muckenschnabel I, Bernhardt G, Spruss T, Dietl B, Buschauer A. 1998. Quantitation of hyaluronidases by the Morgan-Elson reaction: Comparison of the enzyme activities in the plasma of tumor patients and healthy volunteers. Cancer Lett. 131(1):13-20.
22. Oettl M. 2000. Biochemische Charakterisierung boviner testikulärer Hyaluronidase und Untersuchungen zum Einfluß von Hyaluronidase auf das Wachstum von Tumoren. Doctoral Thesis. University of Regensburg.
23. Oettl M, Hoechstetter J, Asen I, Bernhardt G, Buschauer A. 2003. Comparative characterization of bovine testicular hyaluronidase and a hyaluronate lyase from Streptococcus agalactiae in pharmaceutical preparations. Eur J Pharm Sci. 18(3-4):267-277.
24. Podyma KA, Yamagata S, Sakata K, Yamagata T. 1997. Difference of hyaluronidase produced by human tumor cell lines with hyaluronidase present in human serum as revealed by zymography. Biochem Biophys Res Commun. 241:446-452.
25. Sabeur K, Cherr GN, Yudin AI, Primakoff P, Li MW, Overstreet JW. 1997. The PH-20 protein in human spermatozoa. J Androl. 18(2):151-158.
26. Saitoh H, Takagaki K, Majima M, Nakamura T, Matsuki A, Kasai M, Narita H, Endo M. 1995. Enzymic reconstruction of glycosaminoglycan oligosaccharide chains using the transglycosylation reaction of bovine testicular hyaluronidase. J Biol Chem. 270(8):3741-3747.
27. Schechter I, Berger A. 1966. The hydrolysis of diastereoisomers of alanine peptides by carboxypeptidase A and leucine aminopeptidase. Biochemistry. 5(10):3371-3375.
28. Smith PK, Krohn RI, Hermanson GT, Mallia AK, Gartner FH, Provenzano MD, Fujimoto EK, Goeke NM, Olson BJ, Klenk DC. 1985. Measurement of protein using bicinchoninic acid. Anal Biochem. 150(1):76-85.
29. Stern R, Jedrzejas MJ. 2006. Hyaluronidases: Their genomics, structures, and mechanism of action. Chem Rev. 106:818-839.
30. Takagaki K, Nakamura T, Izumi J, Saito H, Endo M. 1994. Characterization of hydrolysis and transglycosylation by testicular hyaluronidase using ion-spray mass spectrometry. Biochemistry. 33:6503-6507.
31. Tawada A, Masa T, Oonuki Y, Watanabe A, Matsuzaki Y, Asari A. 2002. Large-scale preparation, purification, and characterization of hyaluronan oligosaccharides from 4-mers to 52-mers. Glycobiology. 12(7):421-426.
32. Vercruysse KP, Lauwers AR, Demeester JM. 1995. Kinetic investigation of the action of hyaluronidase on hyaluronan using the Morgan-Elson and neocuproine assays. Biochem J. 310:55-59.
33. Weissmann B. 1955. The transglycosylative action of testicular hyaluronidase. J Biol Chem. 216(2):783-794.
34. Weissmann B, Meyer K, Sampson P, Linker A. 1954. Isolation of oligosaccharides enzymatically produced from hyaluronic acid. J Biol Chem. 208:417-429.