Analysis of novel over- And under-sulfated glycosaminoglycan sequences by enzyme cleavage and multiple stage MS

Proteomics

Volumn 9, Issue 13, 2009, Pages 3435-3444

  Zamfir, Alina D ^a,b   Flangea, Corina ^b,c   Sisu, Eugen ^c,d   Serb, Alina F ^b,c   Dinca, Nicolae ^a   Bruckner, Peter ^e   Seidler, Daniela G ^e  

^a AUREL VLAICU UNIVERSITY OF ARAD   (Romania)

^b WEST UNIVERSITY OF TIMISOARA   (Romania)

^c VICTOR BABES UNIVERSITY OF MEDICINE AND PHARMACY   (Romania)

^d ACADEMY OF ROMANIAN SCIENTISTS   (Romania)

^e UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Decorin; Glycosaminoglycans; Multistage mass spectrometry; Skin fibroblasts; Sulfation

Indexed keywords

CHONDROITIN; DECORIN; DERMATAN SULFATE; HEXURONIC ACID; IDURONIC ACID; LYASE; OLIGOSACCHARIDE;

ARTICLE; CONTROLLED STUDY; ELECTROSPRAY MASS SPECTROMETRY; GEL FILTRATION; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN CLEAVAGE; PROTEIN STRUCTURE; SEQUENCE ANALYSIS; SULFATION;

CARBOHYDRATE SEQUENCE; CHONDROITIN LYASES; EXTRACELLULAR MATRIX PROTEINS; GLYCOSAMINOGLYCANS; HUMANS; OLIGOSACCHARIDES; PROTEOGLYCANS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SULFUR; TANDEM MASS SPECTROMETRY;

EID: 67651207436     PISSN: 16159853     EISSN: 16159861     Source Type: Journal    
DOI: 10.1002/pmic.200800440     Document Type: Article

References (35)

1. Kusche-Gullberg, M., Kjellen, L., Sulfotransferases in glycosaminoglycan biosynthesis. Curr. Opin. Struct. Biol. 2003, 13, 605-611.
2. Kinoshita, A., Yamada, S., Haslam, S. M., Morris, H. R. et al., Isolation and structural determination of novel sulfated hexasaccharides from squid cartilage chondroitin sulfate E that exhibits neuroregulatory activities. Biochemistry 2001, 40, 12654-12665.
3. Iozzo, R. V., Matrix proteoglycans: from molecular design to cellular function. Annu. Rev. Biochem. 1998, 67, 609-652.
4. Sugahara, K., Mikami, T., Uyama, T., Mizuguchi, S. et al., Recent advances in the structural biology of chondroitin sulfate and dermatan sulfate. Curr. Opin. Struct. Biol. 2003, 13, 612-620.
5. Hitchcock, A. M., Costello, C. E., Zaia, J., Glycoform quantification of chondroitin/dermatan sulfate using a liquid chromatography-tandem mass spectrometry platform. Biochemistry 2006, 45, 2350-2361.
6. Sirko, S., von Holst, A., Wizenmann, A., Gotz, M., Faissner, A., Chondroitin sulfate glycosaminoglycans control proliferation, radial glia cell differentiation and neurogenesis in neural stem/progenitor cells. Development 2007, 134, 2727-2738.
7. Gilbert, R. J., McKeon, R. J., Darr, A., Calabro, A. et al., CS-4,6 is differentially upregulated in glial scar and is a potent inhibitor of neurite extension. Mol. Cell Neurosci. 2005, 29, 545-558.
8. Koprivica, V., Cho, K. S., Park, J. B., Yiu, G. et al., EGFR activation mediates inhibition of axon regeneration by myelin and chondroitin sulfate proteoglycans. Science 2005, 310, 106-110.
9. Kawashima, H., Atarashi, K., Hirose, M., Hirose, J. et al., Over-sulfated chondroitin/dermatan sulfates containing GlcAbeta1/IdoAalpha1- 3GalNAc(4,6-O-disulfate) interact with L- and P-selectin and chemokines. J. Biol. Chem. 2002, 277, 12921-12930.
10. Taylor, K. R., Gallo, R. L., Glycosaminoglycans and their proteoglycans: host-associated molecular patterns for initiation and modulation of inflammation. FASEB J. 2006, 20, 9-22.
11. Seidler, D. G., Peter-Katalinic, J., Zamfir, A. D., Galactosaminoglycan function and oligosaccharide structure determination. Sci. World J. 2007, 7, 233-241.
12. Calabro, A., Benavides, M., Tammi, M., Hascall, V. C., Midura, R. J., Adaptation of FACE methodology for microanalysis of total hyaluronan and chondroitin sulfate composition from cartilage. Glycobiology 2000, 10, 273-281.
13. Ernst, S., Rhomberg, A. J., Biemann, K., Sasisekharan, R., Direct evidence for a predominantly exolytic processive mechanism for depolymerization of heparin-like glycosaminoglycans by heparinase I. Proc. Natl. Acad. Sci. USA 1998, 95, 4182-4187.
14. Rhomberg, A. J., Shriver, Z., Biemann, K., Sasisekharan, R., Mass spectrometric evidence for the enzymatic mechanism of the depolymerization of heparin-like glycosaminoglycans by heparinase II. Proc. Natl. Acad. Sci. USA 1998, 95, 12232-12237.
15. Rhomberg, A. J., Ernst, S., Sasisekharan, R., Biemann, K., Mass spectrometric and capillary electrophoretic investigation of the enzymatic degradation of heparin-like glycosaminoglycans. Proc. Natl. Acad. Sci. USA 1998, 95, 4176-4181.
16. Zhang, Z., Xie, J., Zhang, F., Linhardt, R. J., Thin-layer chromatography for the analysis of glycosaminoglycan oligosaccharides. Anal. Biochem. 2007, 371, 118-120.
17. Laremore, T. N., Linhardt, R. J., Improved matrix-assisted laser desorption/ionization mass spectrometric detection of glycosaminoglycan disaccharides as cesium salts. Rapid Commun. Mass Spectrom. 2007, 21, 1315-1320.
18. Hitchcock, A. M., Yates, K. E., Shortkroff, S., Costello, C. E., Zaia, J., Optimized extraction of glycosaminoglycans from normal and osteoarthritic cartilage for glycomics profiling. Glycobiology 2007, 17, 25-35.
19. Zaia, J., Miller, M. J., Seymour, J. L., Costello, C. E., The role of mobile protons in negative ion CID of oligosaccharides. J. Am. Soc. Mass Spectrom. 2007, 18, 952-960.
20. Miller, M. J., Costello, C. E., Malmström, A., Zaia, J., A tandem mass spectrometric approach to determination of chondroitin/dermatan sulfate oligosaccharide glycoforms. Glycobiology 2006, 16, 502-513.
21. Schenauer, M. R., Yu, Y., Sweeney, M. D., Leary, J. A., CCR2 chemokines bind selectively to acetylated heparan sulfate octasaccharides. J. Biol. Chem. 2007, 282, 25182-25188.
22. Zamfir, A. D., Seidler, D. G., Kresse, H., Peter-Katalinić, J., Structural characterization of chondroitin/dermatan sulfate oligosaccharides from bovine aorta by capillary electrophoresis and electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2002, 16, 2015-2024.
23. Wolff, J. J., Amster, I. J., Chi, L., Linhardt, R. J., Electron detachment dissociation of glycosaminoglycan tetrasaccharides. J. Am. Soc. Mass Spectrom. 2007, 18, 234-244.
24. Wolff, J. J., Chi, L., Linhardt, R. J., Amster, I. J., Distinguishing glucuronic from iduronic acid in glycosaminoglycan tetrasaccharides by using electron detachment dissociation. Anal. Chem. 2007, 79, 2015-2022.
25. Estrella, R. P., Whitelock, J. M., Packer, N. H., Karlsson, N. G., Graphitized carbon LC-MS characterization of the chondroitin sulfate oligosaccharides of aggrecan. Anal. Chem. 2007, 79, 3597-3606.
26. Zamfir, A. D., Seidler, D. G., Kresse, H., Peter-Katalinić, J., Structural investigation of chondroitin/dermatan sulfate oligosaccharides from human skin fibroblast decorin. Glycobiology 2003, 13, 733-742.
27. Zamfir, A. D., Seidler, D. G., Schönherr, E., Kresse, H., Peter-Katalinić, J., On-line sheathless capillary electrophoresis/ nanoelectrospray ionization-tandem mass spectrometry for the analysis of glycosaminoglycan oligosaccharides. Electrophoresis 2004, 25, 2010-2016.
28. Mormann, M., Zamfir, A. D., Seidler, D. G., Kresse, H., Peter-Katalinić, J., Analysis of over-sulfation in a chondroitin sulfate oligosaccharide fraction from bovine aorta by nanoelectrospray ionization quadrupole time-of-flight and Fourier-transform ion cyclotron resonance mass spectrometry. J. Am. Soc. Mass Spectrom. 2007, 18, 179-187.
29. Seidler, D. G., Breuer, E., Grande-Allen, K. J., Hascall, V. C., Kresse, H., Core protein dependence of epimerization of glucuronosyl residues in galactosaminoglycans. J. Biol. Chem. 2002, 277, 42409-42416.
30. Gu, K., Linhardt, R. J., Laliberte, M., Gu, K., Zimmermann, J., Purification, characterization and specificity of chondroitin lyases and glucuronidase from Flavobacterium heparinum. Biochem. J. 1995, 312, 569-577.
31. Gacesa, P., Alginate-modifying enzymes. A proposed unified mechanism of action for the lyases and epimerases. FEBS Lett. 1987, 212, 199-202.
32. Desaire, H., Leary, J., Detection and quantification of the sulfated disaccharides in chondroitin sulfate by electrospray tandem mass spectrometry. J. Am. Soc. Mass Spectrom. 2000, 11, 916-920.
33. Shirk, R. A., Parthasarathy, N., San Antonio, J. D., Church, F. C., Wagner, W. D., Altered dermatan sulfate structure and reduced heparin cofactor II-stimulating activity of biglycan and decorin from human atherosclerotic plaque. J. Biol. Chem. 2000, 275, 18085-18092.
34. Ohtake, S., Kimata, K., Habuchi, O., Recognition of sulfation pattern of chondroitin sulfate by uronosyl 2-O-sulfotransferase. J. Biol. Chem. 2005, 280, 39115-39123.
35. Domon, B., Costello, C. E., A systematic nomenclature for carbohydrate fragmentations in FAB-MS spectra of glyco-conjugates. Glycoconjugate J. 1988, 5, 397-409.