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However, the binding site of the antibiotic on the protein remains unclear because of the complexity of the structure of Baf bound to the target subunit in the transmembrane region. For conducting structural studies by applying solid\u2010state NMR, which is one of the most promising methodologies available for structural analysis in membrane system, preparing bioactive fluorinated Baf analogues is essential. In this study two Baf analogues were carefully designed and efficiently synthesized through the convergent coupling of three segments. Biological evaluation revealed that the activity of 24\u2010F\u2010Baf was comparable to that of Baf, indicating its utility as a potential probe for solid\u2010state NMR analysis. By contrast, desmethylated 24\u2010F\u2010Baf exhibited markedly diminished activity. The absence of two methyl groups caused a critical conformational change in the macrocyclic core structure necessary for binding to the target protein.<\/jats:p>","DOI":"10.1002\/asia.201403299","type":"journal-article","created":{"date-parts":[[2015,1,21]],"date-time":"2015-01-21T08:14:49Z","timestamp":1421828089000},"page":"915-924","source":"Crossref","is-referenced-by-count":11,"title":["Modification of Bafilomycin Structure to Efficiently Synthesize Solid\u2010State NMR Probes that Selectively Bind to Vacuolar\u2010Type ATPase"],"prefix":"10.1002","volume":"10","author":[{"given":"Hajime","family":"Shibata","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hiroshi","family":"Tsuchikawa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tatsuru","family":"Hayashi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nobuaki","family":"Matsumori","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michio","family":"Murata","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Takeo","family":"Usui","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2015,1,21]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(19)69736-X"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1038\/nrm2272"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cellsig.2011.03.003"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.biocel.2012.05.014"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1359-6446(99)01321-5"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.2174\/1381612023393369"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0305-7372(03)00106-3"},{"key":"e_1_2_6_8_2","unstructured":"\u00a0"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)88394-X"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.7164\/antibiotics.37.110"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.85.21.7972"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/0006-291X(90)92172-V"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/0005-2736(95)00285-5"},{"key":"e_1_2_6_14_2","unstructured":"\u00a0"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M109756200"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M404638200"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M605532200"},{"key":"e_1_2_6_18_2","unstructured":"\u00a0"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M207345200"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M112.372169"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1038\/nsmb.2422"},{"key":"e_1_2_6_22_2","unstructured":"\u00a0"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.131192798"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1038\/sj.embor.7400294"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.str.2012.08.020"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M113.461533"},{"key":"e_1_2_6_27_2","first-page":"349","volume-title":"Introduction to Solid\u2010State NMR","author":"Duer M. 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