{"id":"https://openalex.org/W2614516522","doi":"https://doi.org/10.1021/jacs.7b02875","title":"Chemoenzymatic Total Synthesis and Structural Diversification of Tylactone-Based Macrolide Antibiotics through Late-Stage Polyketide Assembly, Tailoring, and C\u2014H Functionalization","display_name":"Chemoenzymatic Total Synthesis and Structural Diversification of Tylactone-Based Macrolide Antibiotics through Late-Stage Polyketide Assembly, Tailoring, and C\u2014H Functionalization","publication_year":2017,"publication_date":"2017-05-19","ids":{"openalex":"https://openalex.org/W2614516522","doi":"https://doi.org/10.1021/jacs.7b02875","mag":"2614516522","pmid":"https://pubmed.ncbi.nlm.nih.gov/28525276","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/5532807"},"language":"en","primary_location":{"id":"doi:10.1021/jacs.7b02875","doi":"https://doi.org/10.1021/jacs.7b02875","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.7b02875","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"http://europepmc.org/pmc/articles/PMC5532807","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5003847416","display_name":"Andrew N. Lowell","orcid":"https://orcid.org/0000-0001-5357-5279","observed_orcids":["https://orcid.org/0000-0001-5357-5279"]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Andrew N. Lowell","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5012899367","display_name":"Matthew D. DeMars","orcid":"https://orcid.org/0000-0002-7268-5286","observed_orcids":["https://orcid.org/0000-0002-7268-5286"]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Matthew D. DeMars","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5025445328","display_name":"Samuel T. Slocum","orcid":"https://orcid.org/0000-0001-5942-4367","observed_orcids":["https://orcid.org/0000-0001-5942-4367"]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Samuel T. Slocum","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113913744","display_name":"Fengan Yu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Fengan Yu","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5076059743","display_name":"Krithika Anand","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Krithika Anand","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5057976903","display_name":"Joseph A. Chemler","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Joseph A. Chemler","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5009784960","display_name":"Nisha Korakavi","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Nisha Korakavi","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5003429103","display_name":"Jennifer K. Priessnitz","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jennifer K. Priessnitz","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5056279451","display_name":"Sung Ryeol Park","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Sung Ryeol Park","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5069954658","display_name":"Aaron A. Koch","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Aaron A. Koch","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5017255369","display_name":"Pamela J. Schultz","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Pamela J. Schultz","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5020610727","display_name":"David H. Sherman","orcid":"https://orcid.org/0000-0001-8334-3647","observed_orcids":["https://orcid.org/0000-0001-8334-3647"]},"institutions":[{"id":"https://openalex.org/I27837315","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291","country_code":"US","type":"education","lineage":["https://openalex.org/I27837315"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"David H. Sherman","raw_affiliation_strings":["Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States"],"raw_orcid":"https://orcid.org/0000-0001-8334-3647","affiliations":[{"raw_affiliation_string":"Life Sciences Institute, \u2021Department of Medicinal Chemistry, \u00a7Department of Chemistry, and \u2225Department of Microbiology & Immunology, University of Michigan, Ann Arbor, Michigan 48109, United States","institution_ids":["https://openalex.org/I27837315"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5020610727"],"corresponding_institution_ids":["https://openalex.org/I27837315"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":6.6826,"has_fulltext":false,"cited_by_count":92,"citation_normalized_percentile":{"value":0.97885338,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":94,"max":100},"biblio":{"volume":"139","issue":"23","first_page":"7913","last_page":"7920"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10252","display_name":"Microbial Natural Products and Biosynthesis","score":0.9911999702453613,"subfield":{"id":"https://openalex.org/subfields/2736","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10252","display_name":"Microbial Natural Products and Biosynthesis","score":0.9911999702453613,"subfield":{"id":"https://openalex.org/subfields/2736","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.0038999998942017555,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.0007999999797903001,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/macrolide-antibiotics","display_name":"macrolide antibiotics","score":0.8799999952316284},{"id":"https://openalex.org/keywords/chemoenzymatic-total-synthesis","display_name":"chemoenzymatic total synthesis","score":0.8730000257492065},{"id":"https://openalex.org/keywords/late-stage-diversification","display_name":"late-stage diversification","score":0.7760000228881836},{"id":"https://openalex.org/keywords/c-h-functionalization","display_name":"C\u2013H functionalization","score":0.796999990940094},{"id":"https://openalex.org/keywords/cytochrome-p450-oxidation","display_name":"cytochrome P450 oxidation","score":0.9319999814033508},{"id":"https://openalex.org/keywords/in-vitro-glycosylation","display_name":"in vitro glycosylation","score":0.718999981880188},{"id":"https://openalex.org/keywords/macrolactonization","display_name":"macrolactonization","score":0.9049999713897705},{"id":"https://openalex.org/keywords/ketosynthase","display_name":"ketosynthase","score":0.6549999713897705},{"id":"https://openalex.org/keywords/natural-product-biosynthesis","display_name":"natural product biosynthesis","score":0.5339999794960022}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8842880725860596},{"id":"https://openalex.org/C2778635478","wikidata":"https://www.wikidata.org/wiki/Q516751","display_name":"Polyketide","level":4,"score":0.8529934883117676},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.7811427116394043},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.60526442527771},{"id":"https://openalex.org/C2777313579","wikidata":"https://www.wikidata.org/wiki/Q898365","display_name":"Glycosylation","level":2,"score":0.5017199516296387},{"id":"https://openalex.org/C2778155338","wikidata":"https://www.wikidata.org/wiki/Q422687","display_name":"Macrolide Antibiotics","level":4,"score":0.44327279925346375},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.40854406356811523},{"id":"https://openalex.org/C553450214","wikidata":"https://www.wikidata.org/wiki/Q851162","display_name":"Biosynthesis","level":3,"score":0.2939401865005493},{"id":"https://openalex.org/C501593827","wikidata":"https://www.wikidata.org/wiki/Q12187","display_name":"Antibiotics","level":2,"score":0.257050096988678},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.22646507620811462},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.18191716074943542},{"id":"https://openalex.org/C2780206985","wikidata":"https://www.wikidata.org/wiki/Q213511","display_name":"Erythromycin","level":3,"score":0.0}],"mesh":[{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000096","qualifier_name":"biosynthesis","is_major_topic":true},{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D004305","descriptor_name":"Dose-Response Relationship, Drug","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006090","descriptor_name":"Gram-Negative Bacteria","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D006094","descriptor_name":"Gram-Positive Bacteria","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D008826","descriptor_name":"Microbial Sensitivity Tests","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008968","descriptor_name":"Molecular Conformation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015645","descriptor_name":"Tylosin","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D015645","descriptor_name":"Tylosin","qualifier_ui":"Q000096","qualifier_name":"biosynthesis","is_major_topic":false},{"descriptor_ui":"D015645","descriptor_name":"Tylosin","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D015645","descriptor_name":"Tylosin","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D018942","descriptor_name":"Macrolides","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D018942","descriptor_name":"Macrolides","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D018942","descriptor_name":"Macrolides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D048630","descriptor_name":"Polyketide Synthases","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D048630","descriptor_name":"Polyketide Synthases","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D055162","descriptor_name":"Biocatalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D061065","descriptor_name":"Polyketides","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D061065","descriptor_name":"Polyketides","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D061065","descriptor_name":"Polyketides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1021/jacs.7b02875","doi":"https://doi.org/10.1021/jacs.7b02875","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.7b02875","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:28525276","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/28525276","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:4949978","doi":null,"is_oa":true,"landing_page_url":"http://europepmc.org/pmc/articles/PMC5532807","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"","raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:5532807","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/5532807","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"J Am Chem Soc","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:europepmc.org:4949978","doi":null,"is_oa":true,"landing_page_url":"http://europepmc.org/pmc/articles/PMC5532807","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"","raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2885930470","display_name":null,"funder_award_id":"CHE 1205646","funder_id":"https://openalex.org/F4320337393","funder_display_name":"Division of Chemistry"},{"id":"https://openalex.org/G4569188361","display_name":"Cellular Biotechnology Training Program (CBTP)","funder_award_id":"T32GM008353","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G892619276","display_name":"Molecular Analysis of Modular Polyketide Synthases","funder_award_id":"R01GM076477","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G9000862605","display_name":"University of Michigan Rogel Cancer Center Support Grant 2023-2028","funder_award_id":"P30CA046592","funder_id":"https://openalex.org/F4320337351","funder_display_name":"National Cancer Institute"},{"id":"https://openalex.org/G9000881687","display_name":"Discovery and Characterization of Natural Product Systems","funder_award_id":"R35GM118101","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G9000919722","display_name":"Cellular Biotechnology Training Program (CBTP) - Years 31-35","funder_award_id":"T32GM145304","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320309652","display_name":"University of Michigan","ror":"https://ror.org/00jmfr291"},{"id":"https://openalex.org/F4320337351","display_name":"National Cancer Institute","ror":"https://ror.org/040gcmg81"},{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"},{"id":"https://openalex.org/F4320337393","display_name":"Division of Chemistry","ror":"https://ror.org/01ar8dr59"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":60,"referenced_works":["https://openalex.org/W44223461","https://openalex.org/W48112028","https://openalex.org/W1958378728","https://openalex.org/W1964271204","https://openalex.org/W1967401930","https://openalex.org/W1967613776","https://openalex.org/W1973516709","https://openalex.org/W1973653019","https://openalex.org/W1979247338","https://openalex.org/W1979936807","https://openalex.org/W1982017599","https://openalex.org/W1986743634","https://openalex.org/W1989084701","https://openalex.org/W1991226747","https://openalex.org/W1992136391","https://openalex.org/W1992857279","https://openalex.org/W1993107257","https://openalex.org/W2002072699","https://openalex.org/W2006537187","https://openalex.org/W2010317533","https://openalex.org/W2013374068","https://openalex.org/W2015660728","https://openalex.org/W2016117607","https://openalex.org/W2017779766","https://openalex.org/W2019477751","https://openalex.org/W2020209968","https://openalex.org/W2021513825","https://openalex.org/W2034957456","https://openalex.org/W2035279402","https://openalex.org/W2037154168","https://openalex.org/W2040697018","https://openalex.org/W2043508451","https://openalex.org/W2051943952","https://openalex.org/W2058623521","https://openalex.org/W2068240913","https://openalex.org/W2068781396","https://openalex.org/W2069607377","https://openalex.org/W2076725995","https://openalex.org/W2080128554","https://openalex.org/W2082384143","https://openalex.org/W2087605491","https://openalex.org/W2091007201","https://openalex.org/W2108908637","https://openalex.org/W2122490837","https://openalex.org/W2150271094","https://openalex.org/W2153163110","https://openalex.org/W2153812753","https://openalex.org/W2155190744","https://openalex.org/W2157482039","https://openalex.org/W2160340330","https://openalex.org/W2174332142","https://openalex.org/W2243224884","https://openalex.org/W2316093707","https://openalex.org/W2323213227","https://openalex.org/W2327402183","https://openalex.org/W2463562492","https://openalex.org/W2490312782","https://openalex.org/W2510838540","https://openalex.org/W2615508692","https://openalex.org/W2950665069"],"related_works":["https://openalex.org/W7127965962","https://openalex.org/W2786338251","https://openalex.org/W2398193949","https://openalex.org/W2019696667","https://openalex.org/W2021344466","https://openalex.org/W93571895","https://openalex.org/W7166535259","https://openalex.org/W4407370930","https://openalex.org/W2103664890","https://openalex.org/W1968839115"],"abstract_inverted_index":{"Polyketide":[0],"synthases":[1],"(PKSs)":[2],"represent":[3],"a":[4,127,150],"powerful":[5],"catalytic":[6],"platform":[7],"capable":[8],"of":[9,24,43,55,62,88,112,119,129,149,152,169],"effecting":[10],"multiple":[11],"carbon-carbon":[12],"bond":[13],"forming":[14],"reactions":[15],"and":[16,45,59,103,110,139],"oxidation":[17,141],"state":[18],"adjustments.":[19],"We":[20],"explored":[21],"the":[22,31,40,51,56,74,84,89,120,146],"functionality":[23],"two":[25,99,113],"terminal":[26],"PKS":[27,92],"modules":[28,101],"that":[29,80],"produce":[30],"16-membered":[32],"tylosin":[33],"macrocycle,":[34],"using":[35],"them":[36],"as":[37,157,159],"biocatalysts":[38],"in":[39,105,130,134,156],"chemoenzymatic":[41],"synthesis":[42,54],"tylactone":[44,75],"its":[46],"subsequent":[47],"elaboration":[48],"to":[49,72,144],"complete":[50,100,145],"first":[52],"total":[53],"juvenimicin,":[57],"M-4365,":[58],"rosamicin":[60],"classes":[61],"macrolide":[63,153],"antibiotics":[64],"via":[65],"late-stage":[66],"diversification.":[67],"Synthetic":[68],"chemistry":[69],"was":[70,81,142],"employed":[71],"generate":[73],"hexaketide":[76,95],"chain":[77],"elongation":[78,109],"intermediate":[79],"accepted":[82],"by":[83,117],"juvenimicin":[85],"(Juv)":[86],"ketosynthase":[87],"penultimate":[90],"JuvEIV":[91],"module.":[93],"The":[94],"is":[96],"processed":[97],"through":[98],"(JuvEIV":[102],"JuvEV)":[104],"vitro,":[106],"which":[107],"catalyze":[108],"functionalization":[111],"ketide":[114],"units":[115],"followed":[116],"cyclization":[118],"resulting":[121],"octaketide":[122],"into":[123],"tylactone.":[124],"After":[125],"macrolactonization,":[126],"combination":[128],"vivo":[131],"glycosylation,":[132],"selective":[133],"vitro":[135],"cytochrome":[136],"P450-mediated":[137],"oxidation,":[138],"chemical":[140],"used":[143],"scalable":[147],"construction":[148],"series":[151],"natural":[154],"products":[155],"few":[158],"15":[160],"linear":[161],"steps":[162],"(21":[163],"total)":[164],"with":[165],"an":[166],"overall":[167],"yield":[168],"4.6%.":[170]},"counts_by_year":[{"year":2026,"cited_by_count":12},{"year":2025,"cited_by_count":7},{"year":2024,"cited_by_count":8},{"year":2023,"cited_by_count":11},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":15},{"year":2020,"cited_by_count":13},{"year":2019,"cited_by_count":10},{"year":2018,"cited_by_count":10},{"year":2017,"cited_by_count":2}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2017-05-26T00:00:00"}
