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The presence of five suitably positioned residual basic amino groups was found to be necessary for activity to be retained upon removal or alkylation of the 2\u2032-position amine. As alkylation of the 2\u2032-amino group overcomes the action of resistance determinants acting at that position and in addition results in increased selectivity for the prokaryotic over eukaryotic ribosomes, it constitutes an attractive modification for introduction into next generation aminoglycosides. In the neomycin series, the installation of small (formamide) or basic (glycinamide) amido groups on the 2\u2032-amino group is tolerated.<\/jats:p>","DOI":"10.1021\/acsinfecdis.9b00128","type":"journal-article","created":{"date-parts":[[2019,8,22]],"date-time":"2019-08-22T07:42:34Z","timestamp":1566459754000},"page":"1718-1730","source":"Crossref","is-referenced-by-count":34,"title":["Modification at the 2\u2032-Position of the 4,5-Series\nof 2-Deoxystreptamine Aminoglycoside Antibiotics To Resist Aminoglycoside Modifying\nEnzymes and Increase Ribosomal Target Selectivity"],"prefix":"10.1021","volume":"5","author":[{"given":"Girish C.","family":"Sati","sequence":"first","affiliation":[{"name":"Wayne State University , , 5101 Cass Avenue , , ,","place":["Detroit, Michigan, United States, 48202"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9855-8923","authenticated-orcid":true,"given":"Vikram A.","family":"Sarpe","sequence":"additional","affiliation":[{"name":"Wayne State University , , 5101 Cass Avenue , , ,","place":["Detroit, Michigan, United States, 48202"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Takayuki","family":"Furukawa","sequence":"additional","affiliation":[{"name":"Wayne State University , , 5101 Cass Avenue , , ,","place":["Detroit, Michigan, United States, 48202"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sujit","family":"Mondal","sequence":"additional","affiliation":[{"name":"Wayne State University , , 5101 Cass Avenue , , ,","place":["Detroit, Michigan, United States, 48202"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Matilde","family":"Mantovani","sequence":"additional","affiliation":[{"name":"University of Zurich , , 28 Gloriastrasse , ,","place":["Zu\u0308rich, Switzerland, 8006"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sven N.","family":"Hobbie","sequence":"additional","affiliation":[{"name":"University of Zurich , , 28 Gloriastrasse , ,","place":["Zu\u0308rich, Switzerland, 8006"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Vasella","sequence":"additional","affiliation":[{"name":"ETH Zu\u0308rich , , Vladimir-Prelog-Weg 1-5\/10 , ,","place":["Zu\u0308rich, Switzerland, 8093"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erik C.","family":"Bo\u0308ttger","sequence":"additional","affiliation":[{"name":"University of Zurich , , 28 Gloriastrasse , ,","place":["Zu\u0308rich, Switzerland, 8006"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2400-0083","authenticated-orcid":true,"given":"David","family":"Crich","sequence":"additional","affiliation":[{"name":"Wayne State University , , 5101 Cass Avenue , , ,","place":["Detroit, Michigan, United States, 48202"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2019,8,22]]},"reference":[{"key":"2026090216334616100_cit1","doi-asserted-by":"publisher","first-page":"101","DOI":"10.1128\/MMBR.00039-14","article-title":"Origin and Proliferation of Multiple-Drug Resistance\nin Bacterial Pathogens","volume":"79","author":"Chang","year":"2015","journal-title":"Microbiol. 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