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Product formation is marked by a modular nature where directing compound variation increasingly spans both the secondary metabolite core scaffold and adorning functionalization patterns. The resulting molecular diversity allows for chemical expansion of the native compound structural space. Accordingly, associated antibiotic bioactivity is expected to expand infectious disease treatment applications. In the enclosed work, new glycosylation patterns spanning the deoxysugars <jats:sc>d<\/jats:sc>\u2010forosamine, <jats:sc>d<\/jats:sc>\u2010allose, <jats:sc>l<\/jats:sc>\u2010noviose, and <jats:sc>d<\/jats:sc>\u2010vicenisamine were engineered within the erythromycin biosynthetic system established through an <jats:italic>Escherichia coli<\/jats:italic> heterologous production platform. The resulting analogs highlight the expanded flexibility of the erythromycin biosynthetic process. In addition, the new compounds demonstrated bioactivity against multiple Gram\u2010positive tester strains, including erythromycin\u2010resistant <jats:italic>Bacillus subtilis<\/jats:italic>, and limited activity against a Gram\u2010negative bacterial target.<\/jats:p>","DOI":"10.1002\/bit.26735","type":"journal-article","created":{"date-parts":[[2018,6,6]],"date-time":"2018-06-06T00:29:41Z","timestamp":1528244981000},"page":"2771-2777","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Broadened glycosylation patterning of heterologously produced erythromycin"],"prefix":"10.1002","volume":"115","author":[{"given":"Lei","family":"Fang","sequence":"first","affiliation":[{"name":"Department of Chemical and Biological Engineering University at Buffalo, The State University of New York Buffalo New York"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Guojian","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Chemical and Biological Engineering University at Buffalo, The State University of New York Buffalo New York"},{"name":"Key Laboratory of Marine Drugs Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China Qingdao China"},{"name":"Laboratory for Marine Drugs and Bioproducts Qingdao National Laboratory for Marine Science and Technology Qingdao China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Omar","family":"El\u2010Halfawy","sequence":"additional","affiliation":[{"name":"Department of Biochemistry and Biomedical Sciences Michael G. DeGroote Institute for Infectious Disease Research, McMaster University Hamilton Ontario Canada"},{"name":"Department of Microbiology and Immunology Faculty of Pharmacy, Alexandria University Alexandria Egypt"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Max","family":"Simon","sequence":"additional","affiliation":[{"name":"Department of Chemical and Biological Engineering University at Buffalo, The State University of New York Buffalo New York"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eric D.","family":"Brown","sequence":"additional","affiliation":[{"name":"Department of Biochemistry and Biomedical Sciences Michael G. 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