{"id":"https://openalex.org/W2002839231","doi":"https://doi.org/10.1002/chem.201001619","title":"A Minimalist NMR Approach for the Structural Revision of Mucoxin","display_name":"A Minimalist NMR Approach for the Structural Revision of Mucoxin","publication_year":2010,"publication_date":"2010-11-18","ids":{"openalex":"https://openalex.org/W2002839231","doi":"https://doi.org/10.1002/chem.201001619","mag":"2002839231","pmid":"https://pubmed.ncbi.nlm.nih.gov/21089037","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/4064830"},"language":"en","primary_location":{"id":"doi:10.1002/chem.201001619","doi":"https://doi.org/10.1002/chem.201001619","is_oa":false,"landing_page_url":"https://doi.org/10.1002/chem.201001619","pdf_url":null,"source":{"id":"https://openalex.org/S68911691","display_name":"Chemistry - A European Journal","issn_l":"0947-6539","issn":["0947-6539","1521-3765"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemistry \u2013 A European Journal","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/4064830","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5101822056","display_name":"Jun Yan","orcid":"https://orcid.org/0009-0005-9139-3966","observed_orcids":["https://orcid.org/0009-0005-9139-3966"]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jun Yan","raw_affiliation_strings":["Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5073926996","display_name":"Atefeh Garzan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Atefeh Garzan","raw_affiliation_strings":["Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050626806","display_name":"Radha S. Narayan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Radha S. Narayan","raw_affiliation_strings":["Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001811134","display_name":"Chrysoula Vasileiou","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Chrysoula Vasileiou","raw_affiliation_strings":["Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA","institution_ids":["https://openalex.org/I87216513"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5052952898","display_name":"Babak Borhan","orcid":"https://orcid.org/0000-0002-3193-0732","observed_orcids":["https://orcid.org/0000-0002-3193-0732"]},"institutions":[{"id":"https://openalex.org/I87216513","display_name":"Michigan State University","ror":"https://ror.org/05hs6h993","country_code":"US","type":"education","lineage":["https://openalex.org/I87216513"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Babak Borhan","raw_affiliation_strings":["Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA","institution_ids":["https://openalex.org/I87216513"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5001811134","https://openalex.org/A5052952898"],"corresponding_institution_ids":["https://openalex.org/I87216513"],"apc_list":{"value":4640,"currency":"USD","value_usd":4640},"apc_paid":null,"fwci":0.0,"has_fulltext":false,"cited_by_count":6,"citation_normalized_percentile":{"value":0.09095982,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":95},"biblio":{"volume":"16","issue":"46","first_page":"13749","last_page":"13756"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12748","display_name":"Molecular spectroscopy and chirality","score":0.5859000086784363,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T12748","display_name":"Molecular spectroscopy and chirality","score":0.5859000086784363,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.2619999945163727,"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/T10602","display_name":"Glycosylation and Glycoproteins Research","score":0.026000000536441803,"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/structure-revision","display_name":"structure revision","score":0.7509999871253967},{"id":"https://openalex.org/keywords/diastereomers","display_name":"diastereomers","score":0.7940000295639038},{"id":"https://openalex.org/keywords/nmr-spectral-analysis","display_name":"NMR spectral analysis","score":0.515999972820282},{"id":"https://openalex.org/keywords/natural-product-structure-elucidation","display_name":"natural product structure elucidation","score":0.5870000123977661}],"concepts":[{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.9223889112472534},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5370724201202393},{"id":"https://openalex.org/C116834253","wikidata":"https://www.wikidata.org/wiki/Q2039217","display_name":"Identification (biology)","level":2,"score":0.4867668151855469},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.4812350273132324},{"id":"https://openalex.org/C2164484","wikidata":"https://www.wikidata.org/wiki/Q5170150","display_name":"Core (optical fiber)","level":2,"score":0.4805901050567627},{"id":"https://openalex.org/C2908647359","wikidata":"https://www.wikidata.org/wiki/Q2625603","display_name":"Population","level":2,"score":0.43314534425735474},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.1690339744091034},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.08571457862854004},{"id":"https://openalex.org/C144024400","wikidata":"https://www.wikidata.org/wiki/Q21201","display_name":"Sociology","level":0,"score":0.044065386056900024},{"id":"https://openalex.org/C59822182","wikidata":"https://www.wikidata.org/wiki/Q441","display_name":"Botany","level":1,"score":0.0},{"id":"https://openalex.org/C149923435","wikidata":"https://www.wikidata.org/wiki/Q37732","display_name":"Demography","level":1,"score":0.0},{"id":"https://openalex.org/C76155785","wikidata":"https://www.wikidata.org/wiki/Q418","display_name":"Telecommunications","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D005663","descriptor_name":"Furans","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D005663","descriptor_name":"Furans","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1002/chem.201001619","doi":"https://doi.org/10.1002/chem.201001619","is_oa":false,"landing_page_url":"https://doi.org/10.1002/chem.201001619","pdf_url":null,"source":{"id":"https://openalex.org/S68911691","display_name":"Chemistry - A European Journal","issn_l":"0947-6539","issn":["0947-6539","1521-3765"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemistry \u2013 A European Journal","raw_type":"journal-article"},{"id":"pmid:21089037","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/21089037","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":"Chemistry (Weinheim an der Bergstrasse, Germany)","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:3038398","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/4064830","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":null,"raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:4064830","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/4064830","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":"Chemistry","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:europepmc.org:3038398","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/4064830","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":null,"raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G4959372238","display_name":"Regio and Stereoselective Reactions in Synthesis of Heterocycles","funder_award_id":"R01GM082961","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":21,"referenced_works":["https://openalex.org/W326799068","https://openalex.org/W1965100273","https://openalex.org/W1972120532","https://openalex.org/W1993441265","https://openalex.org/W2000756267","https://openalex.org/W2016330227","https://openalex.org/W2023376243","https://openalex.org/W2056251646","https://openalex.org/W2063315679","https://openalex.org/W2067153538","https://openalex.org/W2074142569","https://openalex.org/W2082969960","https://openalex.org/W2084870056","https://openalex.org/W2089350078","https://openalex.org/W2107221257","https://openalex.org/W2121042413","https://openalex.org/W2142576295","https://openalex.org/W2146957953","https://openalex.org/W2154278867","https://openalex.org/W2163234709","https://openalex.org/W4213238803"],"related_works":["https://openalex.org/W2115594453","https://openalex.org/W2163234709","https://openalex.org/W2001255776","https://openalex.org/W6907797547","https://openalex.org/W4392154458","https://openalex.org/W2090388314","https://openalex.org/W7114660193","https://openalex.org/W2950328815","https://openalex.org/W2949570744","https://openalex.org/W2338768761"],"abstract_inverted_index":{"In":[0],"an":[1],"attempt":[2],"to":[3,18,57,73,80],"revise":[4],"the":[5,19,26,51,54,58,62,66,81,84],"structural":[6],"assignment":[7],"of":[8,21,69,76,83,87],"mucoxin,":[9],"and":[10,37,43],"faced":[11],"with":[12],"64":[13,72],"diastereomeric":[14,59],"possibilities,":[15],"we":[16],"resorted":[17],"synthesis":[20],"truncated":[22],"structures":[23],"that":[24],"contained":[25],"core":[27],"stereochemical":[28,31,46],"sites.":[29],"Twelve":[30],"analogues":[32,78],"were":[33,41,48],"synthesized,":[34],"their":[35],"(1)H":[36],"(13)C":[38],"NMR":[39],"spectra":[40],"analyzed":[42],"four":[44],"recurring":[45],"trends":[47,56],"distilled":[49],"from":[50,71],"data.":[52],"Applying":[53],"observed":[55],"population":[60],"pared":[61],"possible":[63],"choices":[64],"for":[65],"correct":[67,85],"structure":[68,86],"mucoxin":[70],"4.":[74],"Synthesis":[75],"these":[77],"led":[79],"identification":[82],"mucoxin.":[88]},"counts_by_year":[{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2014,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}