2-O-(3-O-Carbamoyl-D-mannosyl)-6-deoxy-L-gulose The Constitutional Sugar of the Antibiotic YA-56

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From the methanolysis product of the antibiotic YA-56 X (Zorbamycin) and Y belonging to phleomycin-bleomycin group, two monosaccharides and one disaccharide were isolated as their fully acetylated derivatives. The structures of these compounds were determined to be methyl 2, 3, 4-tri-O-acetyl-6-deoxy-β-L-gulopyranoside, methyl 2, 4, 6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside and methyl 2-O-(2, 4, 6-tri-O-acetyl-3-O-carbamoyl-a-D-mannopyranosyl)-3, 4-di-O-acetyl-6-deoxy-β-L-gulopyra noside. Based on these results, it was concluded that 2-O-(3-O-carbamoyl-α-D-mannosyl)-6-deoxy-L-gulose is present as a sugar moiety of the antibiotic YA-56.
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