By a combination of chemical and spectroscopic (XH and 13C NMR)studies the structure of a glycopeptide antibiotic eremomycin has been elucidated. It is closely related to vancomycin, but differs in sugar and chlorine content. The eremomycinaglycone contains monodechlorovancomycinic acid; the only chlorine atom is situated in the second amino acid after the TV-terminal amino acid residue of the peptide. The sugar part is composed of glucose and two residues of an amino sugar shown to be 2,3,6-trideoxy-3-amino-C-3-methyl-L-flraZ?z>2o-hexopyranose (4-/?/-vancosamine). One of the amino sugar residues is a component of the disaccharideglucopyranose, attached to a triphenyl ether moiety; the position of another one is at the serine oxygen in the C-terminal region of the aglycone.Eremomycin is identical to the recently obtained antibiotic A82846Aand is very similar to orienticin A but differs from it only in the position of a chlorine. Eremomycinwas isolated from the culture filtrate of actinomycete numbered INA-238 by means of an ion exchange technique1}. Taxonomic studies of the producing culture will be published elsewhere. Eremomycinwas obtained as a homogenouscrystalline sulfate and on the basis of its chemical and biological properties was identified as a new memberof the vancomycin group of antibiotics2).
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