Structure elucidation of sphingolipids from the mycopathogen Paracoccidioides brasiliensis: An immunodominant β-galactofuranose residue is carried by a novel glycosylinositol phosphorylceramide antigen

Biochemistry

Volumn 37, Issue 24, 1998, Pages 8764-8775

  Levery, Steven B ^a   Toledo, Marcos S ^b   Straus, Anita H ^b   Takahashi, Helio K ^b  

^a UNIVERSITY OF GEORGIA   (United States)

^b FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ANALYTIC METHOD; ARTICLE; CHEMICAL ANALYSIS; LIPID ANALYSIS; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PARACOCCIDIOIDES BRASILIENSIS; PRIORITY JOURNAL; SERODIAGNOSIS; STRUCTURE ANALYSIS;

ANTIGENS, FUNGAL; CERAMIDES; GALACTOSE; GLYCOSPHINGOLIPIDS; IMMUNODOMINANT EPITOPES; PARACOCCIDIOIDES; SUGAR PHOSPHATES;

AJELLOMYCES CAPSULATUS; FUNGI; LATEOLABRAX JAPONICUS; PARACOCCIDIOIDES BRASILIENSIS; PARACOCCIDIOIDOMYCOSIS BRASILIENSIS;

EID: 0032537484     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi9730083     Document Type: Article

References (91)

1. Conzelmann, A., Puoti, A., Lester, R. L., and Desponds, C. (1992) EMBO J. 11, 457-466.
2. Fankhauser, C., Homans, S. W., Thomas-Oates, J. E., Mcconville, M. J., Desponds, C., Conzelmann, A., and Ferguson, M. A. J. (1993) J. Biol. Chem. 268, 26365-26374.
3. Kanfer, J. N., and Hakomori, S. (1983) Sphingolipid Biochemistry, Plenum Press, New York and London.
4. Brennan, P. J., and Lösel, D. M. (1978) Adv. Microb. Physiol. 17, 47-179.
5. Stults, C. L. M., Sweeley, C. C., and Macher, B. A. (1989) Methods Enzymol. 179, 167-214.
6. Jin, W., Rinehart, K. L., and Jares-Erijman, E. A. (1994) J. Org. Chem. 59, 144-147.
7. Lester, R. L., and Dickson, R. C. (1993) Adv. Lipid Res. 26, 253-274.
8. Vincent, V. L., and Klig, L. S. (1995) Microbiology 141, 1829-1837.
9. Wells, G. B., Dickson, R. C., and Lester, R. L. (1996) J. Bacteriol. 178, 6223-6226.
10. Lhomme, O., Bruneteau, M., Costello, C. E., Mas, P., Molot, P.-M., Dell, A., Tiller, P. R., and Michel, G. (1990) Eur. J. Biochem. 191, 203-209.
11. Pivot, V., Bruneteau, M., Mas, P., Bompeix, G., and Michel, G. (1994) Lipids 29, 21-25.
12. Bruneteau, M., Fournol, F., Gandon, C., Becchi, M., and Pivot, V. (1997) Lipids 32, 359-362.
13. Lester, R. L., Smith, S. W., Wells, G. B., Rees, D. C., and Angus, W. W. (1974) J. Biol. Chem. 249, 3388-3394.
14. Barr, K., and Lester, R. L. (1984) Biochemistry 23, 5581-5588.
15. Barr, K., Laine, R. A., and Lester, R. L. (1984) Biochemistry 23, 5589-5596.
16. Brennan, P. J., and Roe, J. (1975) Biochem. J. 147, 179-180.
17. Byrne, P. F., and Brennan, P. J. (1976) Biochem. Soc. Trans. 4, 893-895.
18. Wagner, H., and Zofcsik, W. (1966) Biochem. Z. 344, 314-316.
19. Wagner, H., and Zofcsik, W. (1966) Biochem. Z. 346, 350.
20. Franco, M. (1987) J. Med. Vet. Mycol. 25, 5-18.
21. Franco, M., Peracoli, M. T., Soares, A., Montenegro, R., Mendes, R. P., and Meira, D. A. (1993) Curr. Top. Med. Mycol. 5, 115-149.
22. Medoff, G., Painter, A., and Kobayashi, G. S. (1987) J. Bacteriol. 169, 4055-4060.
23. San-Bias, G. (1993) Arch. Med. Res. 24, 267-268.
24. Fulciniti, F., Troncone, G., Fazioli, F., Vetrani, A., Zeppa, P., Manco, A., and Palombini, L. (1996) Diagn. Cytopathol. 15, 442-446.
25. McGinnis, M. R. (1983) Am. J. Med. 75, 129-138.
26. Pacheco, R. A., Arruda, W. O., Hunhevicz, S. C., Tsubouchi, M. H., and Torres, L. F. (1996) Arq. Neuro-psiquiatr. 54, 474-478.
27. Colli, B. O., Assirati, J. A., Jr, Machado, H. R., Figueiredo, J. F., Chimelli, L., Salvarani, C. P., and Dos Santos, F. (1996) Arq. Neuro-psiquiatr. 54, 466-473.
28. Toledo, M. S., Suzuki, E., Straus, A. H., and Takahashi, H. K. (1995) J. Med. Vet. Mycol. 33, 247-251.
29. Levery, S. B., Toledo, M. S., Suzuki, E., Salyan, M. E., Hakomori, S., Straus, A. H., and Takahashi, H. K. (1996) Biochem. Biophys. Res. Commun. 222, 639-645.
30. Straus, A. H., Levery, S. B., Jasiulionis, M. G., Salyan, M. E., Steele, S. J., Travassos, L. R., Hakomori, S., and Takahashi, H. K. (1993) J. Biol. Chem. 268, 13723-13730.
31. Bax, A., Griffey, R. H., and Hawkins, B. L. (1983) J. Magn. Reson. 55, 301-315.
32. Dabrowski, J., Hanfland, P., and Egge, H. (1980) Biochemistry 19, 5652-5658.
33. Piantini, U., Sorensen, O. W., and Ernst, R. R. (1982) J. Am. Chem. Soc. 104, 6800-6801.
34. Rance, M., Sorensen, O. W., Bodenhausen, G., Wagner, G., Ernst, R. R., and Wüthrich, K. (1983) Biochem. Biophys. Res. Commun. 117, 479-485.
35. Braunschweiler, L., and Ernst, R. R. (1983) J. Magn. Reson. 53, 521-528.
36. Bax, A., and Davis, D. G. (1985) J. Magn. Reson. 65, 355-360.
37. Marion, D., and Wüthrich, K. (1983) Biochem. Biophys. Res. Commun. 113, 967-974.
38. Bodenhausen, G., Kogler, H., and Ernst, R. R. (1984) J. Magn. Reson. 58, 370-388.
39. Levery, S. B., Holmes, E. H., Harris, D. D., and Hakomori, S. (1992) Biochemistry 31, 1069-1080.
40. Eich, G., Bodenhausen, G., and Ernst, R. R. (1982) J. Am. Chem. Soc. 104, 3731-3732.
41. Bax, A., and Drobny, G. (1985) J. Magn. Reson. 61, 306-320.
42. Merkle, R. K., and Poppe, I. (1994) Methods Enzymol. 230, 1-15.
43. Sweeley, C. C., and Moscatelli, E. A. (1959) J. Lipid Res. 1, 40-47.
44. Gaver, R. C., and Sweeley, C. C. (1965) J. Am. Oil Chem. Soc. 42, 294-298.
45. Levery, S. B., and Hakomori, S. (1987) Methods Enzymol. 138, 13-25.
46. Björndal, H., Hellerqvist, C. G., Lindberg, B., and Svensson, S. (1970) Angew. Chem., Int. Ed. Engl. 9, 610-619.
47. Jansson, P.-E., Kenne, L., Liedgren, H., Lindberg, B., and Lönngren, J. (1976) Chem. Commun. (Stockholm Univ.) 1-75.
48. Costello, C. E., and Vath, J. E. (1990) Methods Enzymol. 193, 738-768.
49. Dell, A. (1987) Adv. Carbohydr. Chem. Biochem. 45, 19-72.
50. Thorpe, S. R., and Sweeley, C. C. (1967) Biochemistry 6, 887-897.
51. Vliegenthart, J. F. G., Dorland, L., and van Halbeek, H. (1983) Adv. Carbohydr. Chem. Biochem. 41, 209-374.
52. Verostek, M. F., Atkinson, P. H., and Trimble, R. B. (1993) J. Biol. Chem. 268, 12104-12115.
53. Gerwig, G. J., de Waard, P., Kamerling, J. P., Vliegenthart, J. F. G., Morgenstern, E., Lamed, R., and Bayer, E. A. (1989) J. Biol. Chem. 264, 1027-1035.
54. Angyal, S. J. (1979) Carbohydr. Res. 77, 37-50.
55. Webb, J. W., Jiang, K., Gillece-Castro, B. L., Tarentino, A. L., Plummer, T. H., Byrd, J. C., Fisher, S. J., and Burlingame, A. L. (1988) Anal. Biochem. 169, 337-349.
56. Restrepo, A. (1985) Sabouraudia 23, 323-334.
57. McEwen, J. G., Garcia, A. M., Ortiz, B. L., Botero, S., and Restrepo, A. (1995) Arch. Med. Res. 26, 305-306.
58. Negroni, P. (1966) Prensa Med. Argent. 53, 2381-2382.
59. San-Bias, G. (1993) J. Med. Vet. Mycol. 31, 99-113.
60. Taborda, C. P., and Camargo, Z. P. (1993) J. Med. Vet. Mycol. 31, 155-160.
61. Brummer, E., Castaneda, E., and Restrepo, A. (1993) Clin. Microbiol. Rev. 6, 89-117.
62. Straus, A. H., Freymuller, E., Travassos, L. R., and Takahashi, H. K. (1996) J. Med. Vet. Mycol. 34, 181-186.
63. Franco, M., Bagagli, E., Cunha, M., Chamma, L. G., and Fecchio, D. (1996) Mycopathologia 135, 13-19.
64. del Negro, G. M., Benard, G., de Assis, C. M., Vidal, M. S., Garcia, N. M., Otani, C., Shikanai-Yasuda, M. A., and da S. Lacaz C. (1995) J. Med. Vet. Mycol. 33, 113-116.
65. Penna, F. J. (1979) Gut 20, 896-899.
66. Ajello, L., and Polonelli, L. (1985) Eur. J. Epidemiol. 1, 160-165.
67. Cooper, B. H. (1987) Mycopathologia 97, 189-193.
68. Siletti, R. P., Glezerov, V., and Schwartz, I. S. (1996) J. Clin. Microbiol. 34, 2328-2330.
69. Shikanai-Yasuda, M. A., Duarte, M. I., Nunes, D. F., Lacaz, C. S., Sabagga, E., Abdala, E., Duarte, A. J., and Lopes, M. H. (1995) J. Med. Vet. Mycol. 33, 411-414.
70. Reis, M. A., Costa, R. S., and Ferraz, A. S. (1995) J. R. Soc. Med. 88, 24-27.
71. Goldani, L. Z., and Sugar, A. M. (1995) Clin. Infect. Dis. 21, 1275-1281.
72. Takahashi, H. K., Levery, S. B., Toledo, M. S., Suzuki, E., Salyan, M. E., Hakomori, S., and Straus, A. H. (1996) Braz. J. Med. Biol. Res. 29, 1441-1444.
73. Straus, A. H., Suzuki, E., Toledo, M. S., Takizawa, C. M., and Takahashi, H. K. (1995) Braz. J. Med. Biol. Res. 28, 919-923.
74. Suzuki, E., Toledo, M. S., Takahashi, H. K., and Straus, A. H. (1997) Glycobiology 7, 463-468.
75. de Lederkremer, R. M., and Colli, W. (1995) Glycobiology 5, 547-552.
76. Lee, Y. C., and Ballou, C. E. (1964) J. Biol. Chem. 239, 1316-1327.
77. Lee, Y. C., and Ballou, C. E. (1965) Biochemistry 4, 1395-1404.
78. Khoo, K. H., Dell, A., Morris, H. R., Brennan, P. J., and Chatterjee, D. (1995) Glycobiology 5, 117-127.
79. Hunter, S. W., and Brennan, P. J. (1990) J. Biol. Chem. 265, 9272-9279.
80. Chatterjee, D., Hunter, S. W., McNeil, M., and Brennan, P. J. (1992) J. Biol. Chem. 267, 6228-6233.
81. Nigou, J., Gilleron, M., Cahuzac, B., Bounery, J. D., Herold, M., Thurnher, M., and Puzo, G. (1997) J. Biol. Chem. 272, 23094-23103.
82. Chatterjee, D., and Khoo, K. H. (1998) Glycobiology 8, 113-120.
83. Steiner, S., Smith, S. W., Waechter, C. J., and Lester, R. L. (1969) Proc. Natl. Acad. Sci. U.S.A. 64, 1042-1048.
84. Smith, S. W., and Lester, R. L. (1974) J. Biol. Chem. 249, 3395-3405.
85. Wells, G. B., and Lester, R. L. (1983) J. Biol. Chem. 258, 10200-10203.
86. Patton, J. L., and Lester, R. L. (1992) Arch. Biochem. Biophys. 292, 70-76.
87. Skrzypek, M., Lester, R. L., and Dickson, R. C. (1997) J. Bacteriol. 179, 1513-1520.
88. Costello, C. E., Glushka, J., van Halbeek, H., and Singh, B. N. (1993) Glycobiology 3, 261-269.
89. Singh, B. N., Costello, C. E., and Beach, D. H. (1991) Arch. Biochem. Biophys. 286, 409-418.
90. Hechtberger, P., Zinser, E., Saf, R., Hummel, K., Paltauf, F., and Daum, G. (1994) Eur. J. Biochem. 225, 641-649.
91. Domon, B., and Costello, C. E. (1988) Glycoconjugate J. 5, 397-409