The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
STUDIES ON THE MODE OF ANTIFUNGAL ACTION OF PRADIMICIN ANTIBIOTICS
II. D-MANNOPYRANOSIDE-BINDING SITE AND CALCIUM-BINDING SITE
TOMOKAZU UEKIKEI-ICHI NUMATAYOSUKE SAWADAMAKI NISHIOHIROAKI OHKUMASOICHIRO TODAHAJIME KAMACHIYASUO FUKAGAWATOSHIKAZU OKI
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1993 年 46 巻 3 号 p. 455-464

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Based on the structure-activity relationship data of BMY-28864 and related pradimicin derivatives, the calcium salt-forming ability and the D-mannopyranoside-specific visible absorption maximum shift of BMY-28864 were analysed in the ternary complex forrnation of BMY-28864 with D-mannopyranoside and calcium. The free C-18 carboxyl group of BMY-28864 was proved to be the sole site for binding to calcium, while no hydroxyl groups of the aglycone were involved in calcium salt formation. The stereo specific D-mannopyranoside-recognizing ability of BMY-28864 was completely abolished by removal of the C-5 disaccharide moiety, and, more particularly, of the C-5 thomosamine moiety. Close relationship of these findings with the antifungal action was also supported by the in vitro antifungal assay and the potassium leakage induction test.

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