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A series of MAC \u03b2\u2010glucuronide model constructs were prepared to evaluate stability and enzymatic release, and the results demonstrated high stability at physiological pH in a substitution\u2010dependent manner. All the MAC model compounds efficiently released alcohol drug surrogates under the action of \u03b2\u2010glucuronidase. To assess the MAC technology for ADCs, the potent microtubule\u2010disrupting agent auristatin\u2005E (AE) was incorporated through the norephedrine alcohol. Conjugation of the MAC \u03b2\u2010glucuronide AE drug linker to the anti\u2010CD30 antibody cAC10, and an IgG control antibody, gave potent and immunologically specific activities in\u2005vitro and in\u2005vivo. These studies validate the MAC self\u2010immolative unit for alcohol\u2010containing payloads within ADCs, a class that has not been widely exploited.<\/jats:p>","DOI":"10.1002\/anie.201601506","type":"journal-article","created":{"date-parts":[[2016,5,21]],"date-time":"2016-05-21T16:00:29Z","timestamp":1463846429000},"page":"7948-7951","source":"Crossref","is-referenced-by-count":78,"title":["The Methylene Alkoxy Carbamate Self\u2010Immolative Unit: Utilization for the Targeted Delivery of Alcohol\u2010Containing Payloads with Antibody\u2013Drug Conjugates"],"prefix":"10.1002","volume":"55","author":[{"given":"Robert V.","family":"Kolakowski","sequence":"first","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Karl T.","family":"Haelsig","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kim K.","family":"Emmerton","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chris I.","family":"Leiske","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jamie B.","family":"Miyamoto","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julia H.","family":"Cochran","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Robert P.","family":"Lyon","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peter D.","family":"Senter","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Scott C.","family":"Jeffrey","sequence":"additional","affiliation":[{"name":"Seattle Genetics  21823 30th Dr SE Bothell WA 98021 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2016,5,20]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/nbt.2289"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm500766w"},{"key":"e_1_2_2_3_1","unstructured":"\u00a0"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1124\/pr.114.009373"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201307628"},{"key":"e_1_2_2_5_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201307628"},{"key":"e_1_2_2_6_1","unstructured":"\u00a0"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b00620"},{"key":"e_1_2_2_8_2","unstructured":"P.\u2005J. 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