{"id":"https://openalex.org/W2005170145","doi":"https://doi.org/10.1021/ja981928i","title":"Thermal Atropisomerism of Aglucovancomycin Derivatives: Preparation of (M,M,M)- and (P,M,M)-Aglucovancomycins","display_name":"Thermal Atropisomerism of Aglucovancomycin Derivatives: Preparation of (M,M,M)- and (P,M,M)-Aglucovancomycins","publication_year":1998,"publication_date":"1998-08-22","ids":{"openalex":"https://openalex.org/W2005170145","doi":"https://doi.org/10.1021/ja981928i","mag":"2005170145"},"language":"yi","primary_location":{"id":"doi:10.1021/ja981928i","doi":"https://doi.org/10.1021/ja981928i","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja981928i","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","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5049235255","display_name":"Dale L. Boger","orcid":"https://orcid.org/0000-0002-3966-3317","observed_orcids":["https://orcid.org/0000-0002-3966-3317"]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Dale L. Boger","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5071661887","display_name":"Susumu Miyazaki","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Susumu Miyazaki","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5054695305","display_name":"Olivier Loiseleur","orcid":"https://orcid.org/0000-0002-1012-4299","observed_orcids":["https://orcid.org/0000-0002-1012-4299"]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Olivier Loiseleur","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5006838289","display_name":"Richard T. Beresis","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Richard T. Beresis","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5081328334","display_name":"Steven L. Castle","orcid":"https://orcid.org/0000-0002-7837-4964","observed_orcids":["https://orcid.org/0000-0002-7837-4964"]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven L. Castle","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103085546","display_name":"Jason Hongliu Wu","orcid":"https://orcid.org/0000-0003-0136-313X","observed_orcids":["https://orcid.org/0000-0003-0136-313X"]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jason H. Wu","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5110199346","display_name":"Qing Jin","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I123431417","display_name":"Scripps Research Institute","ror":"https://ror.org/02dxx6824","country_code":"US","type":"nonprofit","lineage":["https://openalex.org/I123431417"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Qing Jin","raw_affiliation_strings":["Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Contribution from the Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037","institution_ids":["https://openalex.org/I123431417"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I123431417"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":5.4848,"has_fulltext":false,"cited_by_count":52,"citation_normalized_percentile":{"value":0.96964069,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"120","issue":"35","first_page":"8920","last_page":"8926"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.5659000277519226,"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"}},"topics":[{"id":"https://openalex.org/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.5659000277519226,"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":0.1632000058889389,"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/T10252","display_name":"Microbial Natural Products and Biosynthesis","score":0.060600001364946365,"subfield":{"id":"https://openalex.org/subfields/2402","display_name":"Applied Microbiology and Biotechnology"},"field":{"id":"https://openalex.org/fields/24","display_name":"Immunology and Microbiology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/succinimide-formation","display_name":"succinimide formation","score":0.9139999747276306},{"id":"https://openalex.org/keywords/asparagine-deamidation","display_name":"asparagine deamidation","score":0.6119999885559082},{"id":"https://openalex.org/keywords/antimicrobial-activity","display_name":"antimicrobial activity","score":0.8999999761581421},{"id":"https://openalex.org/keywords/glycopeptide-antibiotics","display_name":"glycopeptides","score":0.6700000166893005}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9604216814041138},{"id":"https://openalex.org/C167981757","wikidata":"https://www.wikidata.org/wiki/Q757764","display_name":"Atropisomer","level":2,"score":0.9572060108184814},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.6584226489067078},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6158439517021179},{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.5877665877342224},{"id":"https://openalex.org/C203130289","wikidata":"https://www.wikidata.org/wiki/Q926272","display_name":"Epimer","level":2,"score":0.5643458366394043},{"id":"https://openalex.org/C2776830054","wikidata":"https://www.wikidata.org/wiki/Q419430","display_name":"Succinimide","level":2,"score":0.5270307660102844},{"id":"https://openalex.org/C60002323","wikidata":"https://www.wikidata.org/wiki/Q25819","display_name":"Racemization","level":2,"score":0.4849431812763214},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.18182280659675598}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/ja981928i","doi":"https://doi.org/10.1021/ja981928i","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja981928i","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"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.504800021648407,"id":"https://metadata.un.org/sdg/3","display_name":"Good health and well-being"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":16,"referenced_works":["https://openalex.org/W1970038797","https://openalex.org/W1981013016","https://openalex.org/W2006562967","https://openalex.org/W2040095685","https://openalex.org/W2047013653","https://openalex.org/W2048323783","https://openalex.org/W2053927659","https://openalex.org/W2073974870","https://openalex.org/W2086391476","https://openalex.org/W2087738241","https://openalex.org/W2161016813","https://openalex.org/W2169728976","https://openalex.org/W2170175241","https://openalex.org/W2325356935","https://openalex.org/W2342961844","https://openalex.org/W2952624002"],"related_works":["https://openalex.org/W2047013653","https://openalex.org/W2036024184","https://openalex.org/W2951107241","https://openalex.org/W2058520790","https://openalex.org/W2073974870","https://openalex.org/W2086391476","https://openalex.org/W2039615238","https://openalex.org/W4386824686","https://openalex.org/W1796900355","https://openalex.org/W1994111801"],"abstract_inverted_index":{"The":[0,144],"degradation":[1],"of":[2,7,19,27,32,55,74,99,111,120,148],"vancomycin":[3],"to":[4],"a":[5,17],"series":[6],"aglucovancomycin":[8],"derivatives":[9,151],"containing":[10],"modifications":[11],"in":[12],"key":[13,150],"functional":[14],"groups":[15],"and":[16,45,58,76,129,152],"study":[18],"their":[20,153],"thermal":[21,77,112],"atropisomerism":[22],"are":[23,142,160],"detailed.":[24],"In":[25],"all":[26],"the":[28,33,43,56,72,97,102,109,149],"cases,":[29],"selective":[30],"isomerism":[31],"DE":[34,59,132,155],"ring":[35,53,60,80,88,156],"system":[36,157],"atropisomers":[37],"was":[38,65],"observed":[39,66],"under":[40],"conditions":[41,78,113],"where":[42],"CD":[44,57],"AB":[46],"stereochemistries":[47],"were":[48],"unaffected.":[49],"Competitive":[50],"retro":[51],"aldol":[52],"cleavage":[54],"systems":[61],"(CD":[62,87],">":[63],"DE)":[64],"but":[67],"could":[68,105],"be":[69,106],"minimized":[70,107],"by":[71,84,108,116],"choice":[73,110],"solvent":[75],"(DE":[79],"system)":[81],"or":[82,114],"precluded":[83],"alcohol":[85],"protection":[86],"system).":[89],"Similarly,":[90],"competitive":[91],"main":[92],"chain":[93],"succinimide":[94],"formation":[95],"through":[96],"loss":[98],"ammonia":[100],"from":[101,140],"Asn":[103],"residue":[104],"prevented":[115],"carboxamide":[117],"protection.":[118],"Resynthesis":[119],"natural":[121],"aglucovancomycin,":[122],"(":[123,134],"M,":[124,125,136],"M":[126,137],")-":[127,138],"2,":[128],"its":[130],"unnatural":[131,154],"atropisomer":[133],"P,":[135],"2":[139],"6":[141],"described.":[143],"comparative":[145],"antimicrobial":[146],"activity":[147],"P":[158],"-diastereomers":[159],"disclosed.":[161]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2017,"cited_by_count":3},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}
