Abstract:
Two types of linkages between the carbohydrate and the peptide moiety in the glycopeptide from Ascobolus furfuraceus are described. Treatment with mild alkali produced β‐elimination of a small oligosaccharide. Evidence for the O‐glycosidic linkage was provided by (a) increase in absorbance at 240 nm, (b) decrease in threonine and serine content after the alkaline treatment and (c) detection of tritiated oligosaccharide following alkaline NaB3H4 reduction. Mannose is the sugar involved in the O‐glycosidic linkage. The remaining glycopeptide was branched by galactofuranose units, which were selectivity released by mild acid hydrolysis. The N‐glycosidic linkage of the sugar chain was conclusively proved by cleavage with endo‐β‐N‐acetyl‐glucosaminidase. Sequential NaB3H4 reduction and acid hydrolysis gave [3H]glucosaminitol. The structure of the sugar chain was studied by 13C NMR spectroscopy and by methylation analysis. Copyright © 1987, Wiley Blackwell. All rights reserved
Registro:
Documento: |
Artículo
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Título: | d‐Galactofuranose in the N‐linked sugar chain of a glycopeptide from Ascobolus furfuraceus |
Autor: | GROISMAN, J.F.; de LEDERKREMER, R.M. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina
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Palabras clave: | acetylglucosaminidase; amino acid; galactose; glycopeptide; Mannosyl Glycoprotein Endo beta N Acetylglucosaminidase; n acetyl beta glucosaminidase; article; Ascomycetes; gel chromatography; methylation; nuclear magnetic resonance spectroscopy; optical rotation; oxidation reduction reaction; paper chromatography; pH; Acetylglucosaminidase; Amino Acids; Ascomycota; Chromatography, Gel; Chromatography, Paper; Galactose; Glycopeptides; Hydrogen-Ion Concentration; Magnetic Resonance Spectroscopy; Mannosyl-Glycoprotein Endo-beta-N-Acetylglucosaminidase; Methylation; Optical Rotation; Oxidation-Reduction; Support, Non-U.S. Gov't |
Año: | 1987
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Volumen: | 165
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Número: | 2
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Página de inicio: | 327
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Página de fin: | 332
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DOI: |
http://dx.doi.org/10.1111/j.1432-1033.1987.tb11445.x |
Título revista: | European Journal of Biochemistry
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Título revista abreviado: | Eur. J. Biochem.
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ISSN: | 00142956
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CAS: | acetylglucosaminidase, 9027-56-9; amino acid, 65072-01-7; galactose, 26566-61-0, 50855-33-9, 59-23-4; n acetyl beta glucosaminidase, 37278-88-9; Acetylglucosaminidase, EC 3.2.1.30; Amino Acids; Galactose, 26566-61-0; Glycopeptides; Mannosyl-Glycoprotein Endo-beta-N-Acetylglucosaminidase, EC 3.2.1.96
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00142956_v165_n2_p327_GROISMAN |
Referencias:
- Gorin, P.A.J., Barreto‐Bergter, E., (1983) Adv. Carbohydr. Chem. Biochem., 41, pp. 67-103
- Gander, J.E., Jentoft, N.H., Drewes, L.R., Rick, P.D., (1974) J. Biol. Chem., 249, pp. 2063-2072
- Rick, P.D., Drewes, L.R., Gander, J.E., (1974) J. Biol. Chem., 249, pp. 2073-2078
- Unkefer, C.J., Jackson, C., Gander, J.E., (1982) J. Biol. Chem., 257, pp. 2491-2497
- Nakajima, T., Yoshida, M., Nakamura, M., Hiura, N., Matsuda, K., (1984) J. Biochem. (Tokyo), 96, pp. 1013-1020
- Preston, J.F., Lapis, E., Gander, J.E., Immunological investigations ofPenicillium.: I. Serological reactivities of exocellular polysaccharides produced by sixPenicilliumspecies (1970) Canadian Journal of Microbiology, 16, pp. 687-694
- Bennet, J.E., Bhattacharjee, A.K., Glaudemans, C.J.P., (1985) Mol. Immunol., 22, pp. 251-254
- Groisman, J.F., Mercuri, O.A., Lederkremer, R.M., (1986) Glycoconjugate J., 3, pp. 45-63
- Rietschel‐Berst, M., Jentoft, N.H., Rick, P.D., Pletcher, C., Fang, F., Gander, J.E., (1977) J. Biol. Chem., 252, pp. 3219-3226
- Groisman, J.F., Forchiassin, F., Ranalli, M.E., Lederkremer, R.M., (1981) Exp. Mycol., 5, pp. 253-257
- Behrens, N.H., Tábora, E., (1978) Methods Enzymol., 50, pp. 402-435
- Trevelyan, W.E., Procter, D.P., Harrison, J.S., (1950) Nature (Lond.), 166, pp. 444-445
- Toennies, G., Kolb, J.J., (1951) Anal. Chem., 23, pp. 823-826
- Dubois, M., Gilles, K.A., Hamilton, J.K., Rebers, P.A., Smith, F., (1956) Anal. Chem., 28, pp. 350-356
- Hakomori, S., (1964) J. Biochem. (Tokyo), 55, pp. 205-208
- Lindberg, B., (1972) Methods Enzymol., 28, pp. 178-195
- Fernández Cirelli, A., Lederkremer, R.M., (1976) Carbohydr. Res., 48, pp. 217-223
- Fleury, P.F., Lange, J., (1933) J. Pharm. Chim., 17, pp. 107-113
- Price, V.E., Greenstein, J.P., Acetylated dehydroamino acids. (1948) Arch Biochem, 18, pp. 383-386
- Spiro, R.G., (1972) Methods Enzymol., 28, pp. 3-43
- Tarentino, A.L., Trimble, R.B., Malley, F., (1978) Methods Enzymol., 50, pp. 574-580
- Gorin, P.A.J., Barreto‐Bergter, E.M., Cruz, F.S., (1981) Carbohydr. Res., 88, pp. 177-188
- Lloyd, K.O., (1970) Biochemistry, 9, pp. 3446-3453
- Ukai, S., Matsuura, S., Hara, Ch., Kiho, T., Hirase, K., (1982) Carbohydr. Res., 101, pp. 109-116
- Previato, J.O., Mendonça‐Previato, L., Gorin, P.A.J., (1979) Carbohydr. Res., 70, pp. 172-174
- Haworth, W.N., Heath, R.L., Peat, S., (1941), pp. 833-842. , J. Chem. Soc; Gorin, P.A.J., (1981) Adv. Carbohydr. Chem. Biochem., 38, pp. 13-104
- Barreto‐Bergter, E.M., Travassos, L.R., Gorin, P.A.J., (1980) Carbohydr. Res., 86, pp. 273-285
- Dutton, G.G.S., Paulin, M., (1980) Carbohydr. Res., 87, pp. 107-117
- Gander, J.E., (1974) Annu. Rev. Microbiol., 28, pp. 103-119
- Barreto‐Bergter, E., Gorin, P.A.J., Travassos, L.R., (1981) Carbohydr. Res., 95, pp. 205-218
- Mendonça‐Previato, L., Gorin, P.A.J., Travassos, L.R., (1980) Infect. Immun., 29, pp. 934-939
- Mendelzon, D.H., Parodi, A.J., (1986) J. Biol. Chem., 261, pp. 2129-2133
Citas:
---------- APA ----------
GROISMAN, J.F. & de LEDERKREMER, R.M.
(1987)
. d‐Galactofuranose in the N‐linked sugar chain of a glycopeptide from Ascobolus furfuraceus. European Journal of Biochemistry, 165(2), 327-332.
http://dx.doi.org/10.1111/j.1432-1033.1987.tb11445.x---------- CHICAGO ----------
GROISMAN, J.F., de LEDERKREMER, R.M.
"d‐Galactofuranose in the N‐linked sugar chain of a glycopeptide from Ascobolus furfuraceus"
. European Journal of Biochemistry 165, no. 2
(1987) : 327-332.
http://dx.doi.org/10.1111/j.1432-1033.1987.tb11445.x---------- MLA ----------
GROISMAN, J.F., de LEDERKREMER, R.M.
"d‐Galactofuranose in the N‐linked sugar chain of a glycopeptide from Ascobolus furfuraceus"
. European Journal of Biochemistry, vol. 165, no. 2, 1987, pp. 327-332.
http://dx.doi.org/10.1111/j.1432-1033.1987.tb11445.x---------- VANCOUVER ----------
GROISMAN, J.F., de LEDERKREMER, R.M. d‐Galactofuranose in the N‐linked sugar chain of a glycopeptide from Ascobolus furfuraceus. Eur. J. Biochem. 1987;165(2):327-332.
http://dx.doi.org/10.1111/j.1432-1033.1987.tb11445.x