{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,20]],"date-time":"2026-08-20T16:31:47Z","timestamp":1787243507872,"version":"build-2736575974"},"reference-count":74,"publisher":"American Chemical Society (ACS)","issue":"7","funder":[{"DOI":"10.13039\/100000060","name":"National Institute of Allergy and Infectious Diseases","doi-asserted-by":"publisher","award":["AI123352"],"award-info":[{"award-number":["AI123352"]}],"id":[{"id":"10.13039\/100000060","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["ACS Infect. Dis."],"published-print":{"date-parts":[[2018,7,13]]},"DOI":"10.1021\/acsinfecdis.8b00052","type":"journal-article","created":{"date-parts":[[2018,4,30]],"date-time":"2018-04-30T09:46:27Z","timestamp":1525081587000},"page":"1114-1120","source":"Crossref","is-referenced-by-count":26,"title":["Effects of the 1-\n                    <i>N<\/i>\n                    -(4-Amino-2\n                    <i>S<\/i>\n                    -hydroxybutyryl) and 6\u2032-\n                    <i>N<\/i>\n                    -(2-Hydroxyethyl) Substituents on Ribosomal Selectivity, Cochleotoxicity, and Antibacterial Activity in the Sisomicin Class of Aminoglycoside Antibiotics"],"prefix":"10.1021","volume":"4","author":[{"given":"Amr","family":"Sonousi","sequence":"first","affiliation":[{"name":"Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vikram A.","family":"Sarpe","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Margarita","family":"Brilkova","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Medizinische Mikrobiologie, Universit\u00e4t Z\u00fcrich, Gloriastrasse 28\/30, 8006 Z\u00fcrich, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jochen","family":"Schacht","sequence":"additional","affiliation":[{"name":"Kresge Hearing Research Institute, Department of Otolaryngology, University of Michigan, 1150 West Medical Center Drive, Ann Arbor, Michigan 48109, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Vasella","sequence":"additional","affiliation":[{"name":"Laboratorium f\u00fcr Organische Chemie, ETH Z\u00fcrich, Vladimir-Prelog-Weg 1-5\/10, 8093 Z\u00fcrich, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erik C.","family":"B\u00f6ttger","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Medizinische Mikrobiologie, Universit\u00e4t Z\u00fcrich, Gloriastrasse 28\/30, 8006 Z\u00fcrich, Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2400-0083","authenticated-orcid":true,"given":"David","family":"Crich","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2018,4,30]]},"reference":[{"key":"ref1\/cit1","unstructured":"Holdren, J. P., and Lander, E. S. (2014)\n                      Report to the President on Combatting Antibiotic Resistance\n                      , pp 1\u201365, President\u2019s Council of Advisors on Science and Technology, Washington DC."},{"key":"ref2\/cit2","unstructured":"Antibiotic\nResistance Threats in the United States, 2013\n                      (2013) pp 1\u2013114, Centers for Disease Control and Prevention, Atlanta, GA."},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1126\/science.1176667"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201209979"},{"key":"ref5\/cit5","volume-title":"Antibiotics: Targets, Mechanisms and Resistance","author":"Gualerzi C. O.","year":"2014"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201310843"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1039\/C5MD00394F"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1038\/35030019"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1126\/science.aaa3872"},{"key":"ref10\/cit10","doi-asserted-by":"publisher","DOI":"10.1038\/nature13737"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1126\/science.aaa1193"},{"key":"ref12\/cit12","doi-asserted-by":"crossref","DOI":"10.1002\/9780470149676","volume-title":"Aminoglycoside Antibiotics: From Chemical Biology to Drug Discovery","author":"Arya D. P.","year":"2007"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1159\/000013861"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1155\/2011\/937861"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1016\/j.heares.2013.01.006"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.200900779"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1021\/cb3005116"},{"key":"ref18\/cit18","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1007\/978-1-4614-1400-1_7","volume-title":"Antibiotic Discovery and Development","author":"Armstrong E. S.","year":"2012"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","DOI":"10.1016\/S0065-2318(08)60264-4"},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1201\/9780585407500.ch10","volume-title":"Glycochemistry: Principles, Synthesis, and Applications","author":"Haddad J.","year":"2001"},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"353","DOI":"10.1201\/9780585407500.ch11","volume-title":"Glycochemistry: Principles, Synthesis, and Applications","author":"Haddad J.","year":"2001"},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1002\/9780470149676.ch4","volume-title":"Aminoglycoside Antibiotics","author":"Wang J.","year":"2007"},{"key":"ref23\/cit23","first-page":"161","volume-title":"Modern Synthetic Methods in Carbohydrate Chemistry: From Monosaccharides to Complex Glycoconjugates","author":"Berkov-Zrihen Y.","year":"2014"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.1021\/cr0301088"},{"key":"ref25\/cit25","first-page":"225","volume-title":"Antibiogram","author":"Lambert T.","year":"2010"},{"key":"ref26\/cit26","first-page":"213","volume-title":"Antibiogram","author":"Bismuth R.","year":"2010"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1039\/C5MD00384A"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1039\/C5MD00344J"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.3390\/molecules23020284"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1016\/S0065-2164(08)70572-0"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.2174\/156802610793176684"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.00572-10"},{"key":"ref33\/cit33","unstructured":"Aggen, J. B., Goldblum, A. A., Sell, M., Dozzo, P., Mozer, H. E., Hildebrandt, D., and Gliedt, M. (2009) Antibacterial Aminoglycoside Analogs. Patent WO 067692 A1."},{"key":"ref34\/cit34","unstructured":"A Study of Plazomicin Compared with Colistin in Patients with Infection\nDue to Carbapenem-Resistant Enterobacteriaceae (CRE) (2014) https:\/\/www.clinicaltrials.gov\/ct2\/show\/NCT01970371."},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1093\/jac\/dkq408"},{"key":"ref36\/cit36","doi-asserted-by":"publisher","DOI":"10.1038\/ng0793-289"},{"key":"ref37\/cit37","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0707265105"},{"key":"ref38\/cit38","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0811258106"},{"key":"ref39\/cit39","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkm658"},{"key":"ref40\/cit40","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1204073109"},{"key":"ref41\/cit41","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms4112"},{"key":"ref42\/cit42","doi-asserted-by":"publisher","DOI":"10.1128\/mBio.01827-14"},{"key":"ref43\/cit43","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201402146"},{"key":"ref44\/cit44","doi-asserted-by":"publisher","DOI":"10.1039\/C4MD00119B"},{"key":"ref45\/cit45","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b02248"},{"key":"ref46\/cit46","doi-asserted-by":"publisher","DOI":"10.1021\/acsinfecdis.5b00069"},{"key":"ref47\/cit47","doi-asserted-by":"publisher","DOI":"10.1021\/acsinfecdis.6b00214"},{"key":"ref48\/cit48","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b07754"},{"key":"ref49\/cit49","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b01902"},{"key":"ref50\/cit50","unstructured":"Nagabhushan, T. L. (1976) Process for the Manufacture of 6\u2032-\n                      N\n                      -Alkyl Derivatives of Sisomycin and Verdamicin; Novel Intermediates Useful Therein, and Novel 6\u2032-\n                      N\n                      -Alkylverdamicins Prepared Thereby. U.S. Patent 3,997,524."},{"key":"ref51\/cit51","doi-asserted-by":"publisher","DOI":"10.1021\/jm00200a009"},{"key":"ref52\/cit52","doi-asserted-by":"publisher","DOI":"10.1021\/ol802421d"},{"key":"ref53\/cit53","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.200890167"},{"key":"ref54\/cit54","unstructured":"Daniels, P. J. L. (1978) Aminoacyl Derivatives of Aminoglycoside Antibiotics. U.S. Patent 4,117,221."},{"key":"ref55\/cit55","unstructured":"Cron, M. J., Keil, J. G., Lin, J. S., Ruggeri, M., and Walker, D. W. (1982) Preparation of 1-\n                      n\n                      -[\u03c9-Amino-\u03b1-Hydroxyalkanoyl]-Aminoglycoside Polysilylated Antibiotics and Products Obtained Therefrom. U.S. Patent 4,347,354."},{"key":"ref56\/cit56","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2012.03.003"},{"key":"ref57\/cit57","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(03)00293-X"},{"key":"ref58\/cit58","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)00297-6"},{"key":"ref59\/cit59","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201001077"},{"key":"ref60\/cit60","doi-asserted-by":"publisher","DOI":"10.1248\/cpb.22.1857"},{"key":"ref61\/cit61","doi-asserted-by":"publisher","DOI":"10.1021\/jo960057x"},{"key":"ref62\/cit62","doi-asserted-by":"publisher","DOI":"10.1055\/s-0032-1316683"},{"key":"ref63\/cit63","doi-asserted-by":"publisher","DOI":"10.1016\/j.diagmicrobio.2016.09.002"},{"key":"ref64\/cit64","doi-asserted-by":"publisher","DOI":"10.1016\/j.diagmicrobio.2017.03.006"},{"key":"ref66\/cit66","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.00862-10"},{"key":"ref67\/cit67","doi-asserted-by":"publisher","DOI":"10.1586\/eri.12.25"},{"key":"ref68\/cit68","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.02744-13"},{"key":"ref69\/cit69","unstructured":"Swayze, E. E., Hanessian, S., Szychowski, J., Adhikari, S. S., Pachamuthu, K., Wang, X., Migawa, M. T., and Griffey, R. H. (2007) Antibacterial 4,5-Substituted Aminoglycoside Analogs Having Multiple Substituents. Patent WO 064954 (A2)."},{"key":"ref70\/cit70","unstructured":"Goldblum, A. A., Dozzo, P., Kane, T.\nR., Aggen, J.\nB., Linsell, M. S., Hildebrandt, D. J., and Gliedt, M. J. (2012) Antibacterial Aminoglycoside Analogs. U.S. Patent 0122809 A1."},{"key":"ref71\/cit71","doi-asserted-by":"crossref","first-page":"119","DOI":"10.1002\/9780470149676.ch3","volume-title":"Aminoglycoside Antibiotics: From Chemical Biology to Drug Discovery","author":"Shakya T.","year":"2007"},{"key":"ref72\/cit72","doi-asserted-by":"publisher","DOI":"10.1086\/518605"},{"key":"ref73\/cit73","doi-asserted-by":"publisher","DOI":"10.1016\/j.drup.2012.05.001"},{"key":"ref74\/cit74","doi-asserted-by":"publisher","DOI":"10.1093\/jac\/4.suppl_A.73"},{"key":"ref75\/cit75","unstructured":"Kostrub, C. F., Dolan, D. F., Altschuler, R. A., Tapp, R. L., Baird, T. J., Boggs, J. A., and Bruss, J. B. (2010) Ototoxic Potential of ACHN-490 Compared to Gentamcin and Amikacin. Presented at ECCMID 2010, Poster 1249."}],"container-title":["ACS Infectious Diseases"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsinfecdis.8b00052","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,16]],"date-time":"2023-04-16T19:01:52Z","timestamp":1681671712000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acsinfecdis.8b00052"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,4,30]]},"references-count":74,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2018,7,13]]}},"alternative-id":["10.1021\/acsinfecdis.8b00052"],"URL":"https:\/\/doi.org\/10.1021\/acsinfecdis.8b00052","relation":{},"ISSN":["2373-8227","2373-8227"],"issn-type":[{"value":"2373-8227","type":"print"},{"value":"2373-8227","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,4,30]]}}}