Structural basis of kanamycin for miscoding activity

Symposium on Mode of Resistance and Structure-Activity

“…We confirmed that the mechanism of resistance by resistant bacteria carrying RR factor or Pseudomonas is dependent on formation of enzymes which inactivate aminoglycosidic antibiotics by acetylation, phosphorylation or adenylylation as shown in the following It is well known that aminoglycosidic antibiotics inhibit polypeptide synthesis and cause translation errors, i. e. miscoding (Davies, Gilbert and Gorini, 1964;Davies, Gorini and Davis, 1965;Tanaka, Masukawa and Umezawa, 1967;Masukawa and Tanaka, 1968) when synthetic polynucleotides are used as messenger RNA in the cell free extract of Escherichia coli. However, reports concerning the relationship between the structure and activity of these group of antibiotics are very few.…”

Structure-Activity Relationships Among the Aminoglycoside Antibiotics: Role of Hydroxyl and Amino Groups

“…It has been proposed that the deoxystreptamine ring is the primary determinant of the biological activity of the aminoglycoside antibiotics (7,11). However, it has been shown that deoxystreptamine can be replaced by streptamine (4), and it is apparent from our results that the sugar substituents on the deoxystreptamine ring play the most important role.…”

Are Plastids Derived from Prokaryotic Micro-organisms? Action of Antibiotics on Chloroplasts of Euglena gracilis

“…Those aminoglycosides which do not contain such a residue do not induce misreading (spectinomycin and kasugamycin). Isolated a-deoxystreptamine causes misreading (Tanaka, Masukawa & Umezawa, 1967) but does not bleach euglenas. These results are incompatible with the hypothesis that the misreading of chloroplast RNA is responsible for permanent loss of plastids.…”