Abstract
N-o-, -m-, and -p-carboxyphenyl-D-glucosylamines and N-o-, -m-, and -p-hydroxyphenyl-D-glucosylamines were synthesized by reaction of D-glucose with o-, m-, and p-aminobenzoic acids and o-, m-, and p-aminophenols. It was demonstrated that both β- and α-anomers were formed by N-glycosylation of o-, m-, and p-aminobenzoic acids; only β-anomers, by N-glycosylation of o-, m-, and p-aminophenols.
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REFERENCES
V. A. Yaylayan and A. Huyghues-Despointes, Crit. Rev. Food Sci. Nutr., 34, 321 (1994).
B. Gutsche, C. Grun, D. Scheutzow, and M. Herderich, Biochem. J., 343, 11 (1999).
C. Rayon, P. Lerouge, and L. Faye, J. Exp. Bot., 49, 1463 (1998).
S. Bayne and W. H. Holms, J. Chem. Soc., 3247 (1952).
B. N. Stepanenko, E. S. Volkova, and M. G. Chentsova, Dokl. Akad. Nauk SSSR, 177, 607 (1967).
R. Kublashvili and N. Kobalia, Georgian Engineering News, 2, 158 (2000).
H. Krauch and W. Kunz, Reaktionen der organischen Chemie, A. Hutig-Verlag, Heidelberg (1976), pp. 81–84.
N. I. Kaletina, N-Glycosylamines and Microelements [in Russian], Akad. Nauk Arm. SSR, Erevan (1988), pp. 25–44.
A. S. Shashkov and O. S. Chizhov, Bioorg. Khim., 2, 438 (1976).
K. Bock and C. Pedersen, Adv. Carbohydr. Chem. Biochem., 41, 27 (1983).
E. Breitmeier and C. Voelter, 13C NMR Spectroscopy, Verlag-Chemie, Weinheim (1978), pp. 248–263.
E. Pretsch, I. Siebl, W. Siivon, and T. Clerc, Tabellen zur Strukturaufklarung organischer Verbindungen mit spektroskopischen Methoden, Springer-Verlag, Berlin (1986), pp. 125–130.
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Kublashvili, R. N-Glucosides of Aminobenzoic Acids and Aminophenols. Chemistry of Natural Compounds 39, 586–588 (2003). https://doi.org/10.1023/B:CONC.0000018115.15793.d5
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DOI: https://doi.org/10.1023/B:CONC.0000018115.15793.d5