JMSSJ On-line

JMSSJ On-line, Vol. 43 (1995) No. 1, pp. 37-44

*Structure Elucidation of Glykenin, Glycosidic Antibiotics from Basidiomycetes* sp. VII. Structure Elucidation of the GK Components Using Tandem Mass Spectrometry**		>> Full Text PDF >> References
*Fumiko NISHIDA,^a) Ken-Ichi HARADA,^a) Makoto SUZUKI,^a) Tsuyoshi FUJITA,^b) Hideo NAOKI,^b) Vithaya MEEVOOTISOM,^c) Timothy W. FLEGEL,^c) Yodohathai THEBTARANONTH,^c) and Suthum INTARARUANGSORN^c)** ^a) Faculty of Pharmacy, Meijo University (Yagotoyama 150, Tempaku, Nagoya 468, Japan) ^b) Suntory Institute for Bioorganic Research (Wakayamadai, Shimamoto-cho, Mishimagun, Osaka 618, Japan) ^c) Mahidol University (Rama VI Road, Bangkok 10400, Thailand)

The exact positions of the acetyl groups in the sugar moieties of the glycosidic antibiotics, the glykenin (GK) components, were elucidated using MS/MS technique under high energy collision conditions, because the frit-FAB LC/MS technique that was described in a preceding paper and other techniques were insufficient for the purpose. In the negative product ion spectra of (M-H)^-, a charge-remote fragmentation based on a terminal carboxylic acid of the aglycone was observed, whereas many cleavage ions were observed in the positive product ion spectra of (M+Li)⁺. The diagnostic ions were selected from the cleavage ions of two bonds within the glycosidic ring in the product ion spectra of the (M+Li)⁺ and (M-H)^-. The positions of the acetyl groups for each component could be determined by the presence or absence of these diagnostic ions, which enabled us to determine the structure of each of the GK components.

Key words: Glykenin, Basidiomycetes sp., Structure elucidation, Tandem mass spectrometry, Cleavage of two bonds within sugar ring

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