Issue 0, 1974

Structural studies on the antibiotic vancomycin; the nature of the aromatic rings

Abstract

It is shown that the antibiotic vancomycin contains five benzene rings. In a three-ring unit, connected through ether linkages, two sugars (glucose and vancosamine) are sequentially attached to a central pyrogallol system. A two-ring unit is connected as a biphenyl system, incorporating three phenolic OH groups. It is concluded that vancomycin contains carbamoyl and carboxy-groups. The identified units, plus the previously isolated aspartic acid and N-terminal N-methyl-elucine, appear to account for all, or almost all the carbon skeleton of vancomycin if reasonable assumptions are made regarding interconnection of the units through amide bonds.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1974, 2369-2376

Structural studies on the antibiotic vancomycin; the nature of the aromatic rings

K. A. Smith, D. H. Williams and G. A. Smith, J. Chem. Soc., Perkin Trans. 1, 1974, 2369 DOI: 10.1039/P19740002369

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