{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T13:45:11Z","timestamp":1760708711565,"version":"build-2065373602"},"reference-count":20,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2014,6,24]],"date-time":"2014-06-24T00:00:00Z","timestamp":1403568000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2014,8]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Site\u2010specific derivatization of chemically equivalent functional groups has recently been facilitated by the introduction of high\u2010affinity aptamers as non\u2010covalent protective groups. More specifically, a series of RNA aptamers have proven to be highly efficient in enhancing the regioselectivity of reactions with the aminoglycoside antibiotic neomycin\u2005B, which carries several chemically indistinguishable amino and hydroxy groups. Since small\u2010molecule targets tend to exhibit multiple modes of binding with a single aptamer, the impact of secondary binding sites on the regioselectivity should be considered. To address this issue, we investigated a series of well\u2010characterized RNA aptamers that bind neomycin\u2005B and propose a mechanism that accounts for the regioselective outcome of these transformations. We further demonstrate that the regioselectivity induced by non\u2010covalent aptamer protective groups is determined by the number of binding sites, their affinity, and the mode of interaction with the guest molecule.<\/jats:p>","DOI":"10.1002\/asia.201402327","type":"journal-article","created":{"date-parts":[[2014,6,24]],"date-time":"2014-06-24T10:41:41Z","timestamp":1403606501000},"page":"2225-2231","source":"Crossref","is-referenced-by-count":2,"title":["Probing the Shielding Properties of Aptameric Protective Groups"],"prefix":"10.1002","volume":"9","author":[{"given":"Andreas A.","family":"Bastian","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alberto","family":"Rodr\u00edguez\u2010Pulido","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Agnieszka","family":"Gruszka","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jennifer Y.","family":"Gerasimov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andreas","family":"Herrmann","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2014,6,24]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.04.128"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200901020"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1402"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.2174\/138161210791792877"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0969-2126(99)80105-1"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1006\/bbrc.2001.4327"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi972757h"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1515\/BC.2003.165"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi00059a003"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0968-0896(01)00054-2"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi951844b"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00036a065"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00084a010"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/28.9.1963"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi9700633"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2000.3951"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.200700030"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/28.15.2935"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi020130f"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/1074-5521(95)90188-4"}],"container-title":["Chemistry \u2013 An Asian Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fasia.201402327","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/asia.201402327","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T20:26:19Z","timestamp":1759955179000},"score":1,"resource":{"primary":{"URL":"https:\/\/aces.onlinelibrary.wiley.com\/doi\/10.1002\/asia.201402327"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,6,24]]},"references-count":20,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2014,8]]}},"alternative-id":["10.1002\/asia.201402327"],"URL":"https:\/\/doi.org\/10.1002\/asia.201402327","archive":["Portico"],"relation":{},"ISSN":["1861-4728","1861-471X"],"issn-type":[{"type":"print","value":"1861-4728"},{"type":"electronic","value":"1861-471X"}],"subject":[],"published":{"date-parts":[[2014,6,24]]}}}