Abstract
A mixture of 1(3),2-di-O-acyl-3(1)-O-β-gentiobiosylglycerols was isolated from a sea isolate ofBacillus pumilus. The components of the mixture were structurally characterized by mass spectrometry and1H and13C NMR spectroscopy data for the native compounds and their derivatives. The predominant component contains two C15 acyl groups, while the second component contains C15 and C17 fatty acids. Six minor components differ in residues of fatty acids and/or their combinations.
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W. Fenical,Chem. Rev., 1993,93, 1673.
N. I. Kalinovskaya, T. A. Kuznetsova, Ya. V. Rashkes, Yu. M. Mil'grom, E. G. Mil'grom, R. H. Willis, A. I. Wood, H. A. Kurtz, C. Carabedian, P. Murphy, and G. B. Elyakov,Izv. Akad. Nauk, Ser. Khim., 1995, 979 [Russ. Chem. Bull., 1995,44, 951 (Engl. Trans.)].
S. W. Hunter, M. R. McNeil, and P. J. Brennan,J. Bacteriol., 1986,168, 917.
M. Kates, inHandbook of Lipid Research, Ed. M. Kates, Plenum Press, New York, 1990,6, 235.
I. Ishizuka and T. Yamakawa, inNew Comprehensive Biochemistry, Ed. H. Wiegandt, Elsevier, Amsterdam, 1985,10, 101.
P. S. Sastry,Adv. Lipid Res., 1974,12, 251.
B. L. Slomiany, V. L. N. Murty, Y. H. Liau, and A. Slomiany,Prog. Lipid Res., 1987,26, 29.
R. K. Murray and R. Narasimhan inHandbook of Lipid Research, Ed. M. Kates, Plenum Press, New York, 1990,6, 321.
N. Shaw,Bacteriol. Rev., 1970,34, 365.
M. Kates, inHandbook of Lipid Research, Ed. M. Kates, Plenum Press, New York, 1990,6, 1.
N. Murakami, H. Shirahashi, A. Nagatsu, and J. Sakakibara,Chem. Pharm. Bull., 1993,41, 1177.
M. Kates,Adv. Lipid. Res. 1970,8, 225.
S. Hakomori and W. W. Young, inHandbook of Lipid Research, Eds. J. N. Kanfer and S. Hakomori, Plenum Publishing Corp., New York, 1983,III, 381.
J. Dabrowski, P. Hanfland, and H. Egge,Biochemistry, 1980,19, 5652.
D. Y. Gagnaire, F. R. Taravel, and M. R. Vignon,Carbohydr. Res., 1976,51, 157.
S. Seo, Y. Tomita, K. Tori, and Y. Yoshimura,J. Am. Chem. Soc., 1978,100, 3331.
T. Usui, N. Yamaoka, K. Matsuda, K. Tuzimura, H. Sugiyama, and S. Seto,J. Chem. Soc., Perkin Trans. 1, 1973, 2425.
H. Ishii, S. Seo, K. Tori, T. Tozyo, and Y. Yoshimura,Tetrahedron Lett., 197714, 1227.
B. Domon and C. E. Costello,Glycoconjugate J., 1988,5, 397.
S. G. Batrakov, V. L. Sadovskaya, B. V. Rozinov, and L. D. Bergelson,Chem. Phys. Lipids, 1983,33, 331.
K. L. Duffin, J. D. Henion, and J. Shieh,J. Anal. Chem., 1991,63, 1781.
T. Niepel, H. Meyer, W. Wray, and W. R. Abraham,Tetrahedron, 1997,53, 3593.
R. C. Murphy,Handbook of Lipid Research, Plenum Press, New York, 1993,7, 190 pp.
W. Fischer, R. H. Landgraf, and J. Herrmann,Biochim. Biophys. Acta, 1973,306, 353.
E. Brundish, N. Shaw, and J. Baddiley,Biochem. J., 1967,105, 885.
V. Bultel-Ponce, C. Debitus, A. Blond, C. Cerceau, and M. Cuyot,Tetrahedron Lett., 1997,38, 5805.
Dünnschicht-chromatographie. Ein Laboratoriumshandbuch, Ed. E. Stahl, Springer Verlag, Berlin-Göttingen-Heidelberg, 1962.
G. M. Gray,Nature, 1965,207, 505.
J. Chromatogr., 1988,447, 305.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 166–170, January, 2000.
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Kalinovskaya, N.I., Kuznetsova, T.A., Kalinovsky, A.I. et al. Structural characterization of gentiobiosyl diglycerides fromBacillus pumilus associated with ascidiaHalocynthia aurantium . Russ Chem Bull 49, 169–173 (2000). https://doi.org/10.1007/BF02499086
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DOI: https://doi.org/10.1007/BF02499086