Comprehensive approach to structural and functional glycomics based on chemoselective glycoblotting and sequential tag conversion

Analytical Chemistry

Volumn 80, Issue 4, 2008, Pages 1094-1101

  Furukawa, Jun Ichi ^a   Shinohara, Yasuro ^a   Kuramoto, Hiromitsu ^a,b   Miura, Yoshiaki ^a   Shimaoka, Hideyuki ^a,b   Kurogochi, Masaki ^a   Nakano, Mika ^a,c   Nishimura, Shin Ichiro ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b Sumitomo Bakelite Co Ltd ^*  (Japan)

^c SHIONOGI AND CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; BIOLOGICAL SYSTEMS; GLYCOSYLATION; OLIGOSACCHARIDES;

GLYCAN EXPRESSION; SEQUENTIAL TAG CONVERSION;

PROTEINS;

CARCINOEMBRYONIC ANTIGEN; GLYCAN; OLIGOSACCHARIDE;

ALKYLATION; ARTICLE; ESTERIFICATION; GLYCOBIOLOGY; GLYCOBLOTTING; HIGH THROUGHPUT SCREENING; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MOLECULAR INTERACTION; PROTEIN GLYCOSYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; PURIFICATION; REDUCTION; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SEPARATION TECHNIQUE; SEQUENCE ANALYSIS; SEQUENTIAL TAG CONVERSION; SERUM; SOLID;

CARBOHYDRATE SEQUENCE; GLYCOPEPTIDES; GLYCOPROTEINS; HUMANS; MOLECULAR SEQUENCE DATA; PEPTIDE-N4-(N-ACETYL-BETA-GLUCOSAMINYL) ASPARAGINE AMIDASE; POLYSACCHARIDES; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; TIME FACTORS;

EID: 39449136167     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac702124d     Document Type: Article

References (46)

1. Yamashita, T.; Wada, R.; Sasaki, T.; Deng, C.; Bierfreund, U.; Sandhoff, K.; Proia, R. L. Proc Natl. Acad. Sci. U.S.A. 1999, 96, 9142-9147.
2. Fuster, M. M.; Esko, J. D. Nat. Rev. Cancer 2005, 5, 526-542.
3. Hsu, J.; Chang, S. J.; Franz, A. H. J. Am. Soc. Mass Spectrom. 2006, 17, 194-204.
4. Xia, B.; Kawar, Z. S.; Ju, T.; Alvarez, R. A.; Sachdev, G. P.; Cummings, R. D. Nat. Methods 2005, 2, 845-850.
5. Rothenberg, B. E.; Hayes, B. K.; Toomre, D.; Manzi, A. E.; Varki, A. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11939-11943.
6. Shinohara, Y.; Sota, H.; Gotoh, M.; Hasebe, M.; Tosu, M.; Nakao, J.; Hasegawa, Y.; Shiga, M. Anal. Chem. 1996, 68, 2573-2579.
7. Loris, R.; Hamelryck, T.; Bouckaert, J.; Wyns, L. Biochim. Biophys. Acta 1998, 1383, 9-36.
8. Nishimura, S.-I.; Niikura, K.; Kurogochi, M.; Matsushita, T.; Fumoto, M.; Hinou, H.; Kamitani, R.; Nakagawa, H.; Deguchi, K.; Miura, N.; Monde, K.; Kondo, H. Angew. Chem., Int Ed. 2004, 44, 91-96.
9. Niikura, K.; Kamitani, R.; Kurogochi, M.; Uematsu, R.; Shinohara, Y.; Nakagawa, H.; Deguchi, K.; Monde, K.; Kondo, H.; Nishimura, S.-I. Chem. Eur. J. 2005, 11, 3825-3834.
10. Cousins, G. R. L.; Poulsen, S. A.; Sanders, J. K. M. Chem. Commun. 1999, 16, 1575-1576.
11. Polyakov, V. A.; Nelen, M. I.; Nazarpack-Kandlousy, N.; Ryabov, A. D.; Eliseev, A. V. J. Phys. Org. Chem. 1999, 12, 357-363.
12. Goral, V.; Nelen, M. I.; Eliseev, A. V.; Lehn, J. M. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 1347-1352.
13. Shimaoka, H.; Kuramoto, H.; Furukawa, J.-i.; Miura, Y.; Kurogochi, M.; Kita, Y.; Hinou, H.; Shinohara, Y.; Nishimura, S.-I. Chem. Eur. J. 2007, 13, 1664-1673.
14. Shinohara, Y.; Furukawa, J.-i.; Niikura, K.; Miura, N.; Nishimura, S.-I. Anal. Chem. 2004, 76, 6989-6997.
15. Kita, Y.; Miura, Y.; Furukawa, J.-i.; Nakano, M.; Shinohara, Y.; Ohno, M.; Takimoto, A.; Nishimura, S.-I. Mol. Cell. Proteomics 2007, 6, 1437-1445.
16. Qi, X. Y.; Keyhani, N. O.; Lee, Y. C. Anal. Biochem. 1988, 175, 139-144.
17. Miura, Y.; Shinohara, Y.; Furukawa, J.-i.; Nagahori, N.; Nishimura, S.-I. Chem. Eur. J. 2007, 13, 4797-4804.
18. Naka, R.; Kamoda, S.; Ishizuka, A.; Kinoshita, M.; Kakehi, K. J. Proteome Res. 2006, 5, 88-97.
19. Shinohara, Y.; Sota, H.; Kim, F.; Shimizu, M.; Gotoh, M.; Tosu, M.; Hasegawa, Y. J. Biochem. 1995, 117, 1076-1082.
20. Uematsu, R.; Furukawa, J.-i.; Nakagawa, H.; Shinohara, Y.; Deguchi, K.; Monde, K.; Nishimura, S.-I. Mol. Cell. Proteomics 2005, 4, 1977-1989.
21. Carey, F. A.; Sunberg, R. J. Advances Organic Chemistry Part A, 3rd ed.; Plenum Press: New York, 1990; p 451.
22. Küster, B.; Hunter, A. P.; Wheeler, S. F.; Dwek, R. A.; Harvey, D. J. Electrophoresis 1998, 19, 1950-1959.
23. Morelle, W.; Flahaut, C.; Michalski, J. C.; Louvet, A.; Mathurin, P.; Hein, A. Glycobiology 2006, 16, 281-293.
24. Goldenberg, D. M.; Neville, A. M.; Carter, A. C.; Go, V. L.; Holyoke, E. D.; Isselbacher, K. J.; Schein, P. S.; Schwartz, M. J. Cancer Res. Clin. Oncol. 1981, 101, 239-242.
25. Gold, P.; Freedman, S. O. J. Exp. Med. 1965, 121, 439-462.
26. Hammarstrom, S.; Engvall, E.; Johansson, B. G.; Svensson, S.; Sundblad, G.; Goldstein, I. J. Proc. Natl. Acad. Sci. U.S.A. 1975, 72, 1528-1532.
27. Yamashita, K.; Totani, K.; Kuroki, M.; Matsuoka, Y.; Ueda, I.; Kobata, A. Cancer Res. 1987, 47, 3451-3459.
28. Nichols, E. J.; Kannagi, R.; Hakomori, S. I.; Krantz, M. J.; Fuks, A. J. Immunol. 1985, 135, 1911-1913.
29. Chandrasekaran, E. V.; Davila, M.; Nixon, D. W.; Goldfarb, M.; Mendicino, J. J. Biol. Chem. 1983, 258, 7213-7222.
30. Kannicht, C.; Lucka, L.; Nuck, R.; Reutter, W.; Gohlke, M. Glycobiology 1999, 9, 897-906.
31. Lucka, L.; Fernando, M.; Grunow, D.; Kannicht, C.; Horst, A. K.; Nollau, P.; Wagener, C. Glycobiology 2005, 15, 87-100.
32. Naven, T. J.; Harvey, D. J. Rapid Commun. Mass Spectrom. 1996, 10, 1361-1366.
33. Bigge, J. C.; Patel, T. P.; Bruce, J. A.; Goulding, P. N.; Charles, S. M.; Parekh, R. B. Anal. Biochem. 1995, 230, 229-238.
34. Ernholt, B. V.; Thomsen, I. B.; Lohse, A.; Plesner, I. W.; Jensen, K. B.; Hazell, R. G.; Liang, X.; Jakobsen, A.; Bols, M. Chem. Eur. J. 2000, 6, 278-287.
35. Lee, M. R.; Shin, I. Org. Lett. 2005, 7, 4269-4272.
36. Yoshino, K.; Takao, T.; Murata, H.; Shimonishi, Y. Anal. Chem. 1995, 67, 4028-4031.
37. Kameyama, A.; Kaneda, Y.; Yamanaka, H.; Yoshimine, H.; Narimatsu, H.; Shinohara, Y. Anal. Chem. 2004, 76, 4537-4542.
38. Dell, A.; Morris, H. R. Science 2001, 291, 2351-2356.
39. Vila-Perelló, M.; Gutiérrez Gallego, R.; Andreu, D. Chembiochem. 2005, 6, 1831-1838.
40. Takahashi, C.; Nakakita, S.; Hase, S. J. Biochem. 2003, 134, 51-55.
41. Kamoda, S.; Nakano, M.; Ishikawa, R.; Suzuki, S.; Kakehi, K. J. Proteome Res. 2005, 4, 146-152.
42. Pilobello, K. T.; Mahal, L. K. Curr. Opin. Chem. Biol. 2007, 11, 300-305.
43. Xiong, L.; Andrews, D.; Regnier, F. J. Proteome Res. 2003, 2, 618-625.
44. Lohse, A.; Martins, R.; Jørgensen, M. R.; Hindsgaul, O. Angew. Chem., Int. Ed. 2006, 45, 4167-4172.
45. Kyselova, Z.; Mechref, Y.; Al Bataineh, M. M.; Dobrolecki, L. E.; Hickey, R. J.; Vinson, J.; Sweeney, C. J.; Novotny, M. V. J. Proteome Res. 2007, 6, 1822-1832.
46. Abbreviations: GN3, tri-N-acetylchitotriose; GN4, tetra-N- acetylchitotetraose; AcWRh, Nα-acetyl-tryptophanylarginine hydrazine; aoWR, Nα-((aminooxy)-acetyl)tryptophanylarginine methyl ester; Ah, anthraniloyl hydrazine; AGP, α1-acid glycoprotein; CEA, carcinoembryonic antigen; SPR surface plasmon resonance.