{"id":"https://openalex.org/W3031850211","doi":"https://doi.org/10.3390/sym12060913","title":"Simultaneous Analysis of d,l-Amino Acids in Human Urine Using a Chirality-Switchable Biaryl Axial Tag and Liquid Chromatography Electrospray Ionization Tandem Mass Spectrometry","display_name":"Simultaneous Analysis of d,l-Amino Acids in Human Urine Using a Chirality-Switchable Biaryl Axial Tag and Liquid Chromatography Electrospray Ionization Tandem Mass Spectrometry","publication_year":2020,"publication_date":"2020-06-02","ids":{"openalex":"https://openalex.org/W3031850211","doi":"https://doi.org/10.3390/sym12060913","mag":"3031850211"},"language":"en","primary_location":{"id":"doi:10.3390/sym12060913","is_oa":true,"landing_page_url":"https://doi.org/10.3390/sym12060913","pdf_url":"https://www.mdpi.com/2073-8994/12/6/913/pdf","source":{"id":"https://openalex.org/S190787756","display_name":"Symmetry","issn_l":"2073-8994","issn":["2073-8994"],"is_oa":true,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Symmetry","raw_type":"journal-article"},"type":"article","indexed_in":["crossref","doaj"],"open_access":{"is_oa":true,"oa_status":"gold","oa_url":"https://www.mdpi.com/2073-8994/12/6/913/pdf","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5046055307","display_name":"Masashi Harada","orcid":"https://orcid.org/0000-0002-5999-8552"},"institutions":[{"id":"https://openalex.org/I1335690138","display_name":"Suzuki (Japan)","ror":"https://ror.org/01he2y745","country_code":"JP","type":"company","lineage":["https://openalex.org/I1335690138"]},{"id":"https://openalex.org/I4210146667","display_name":"Ajinomoto (Japan)","ror":"https://ror.org/044mkdq33","country_code":"JP","type":"company","lineage":["https://openalex.org/I4210146667"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Masashi Harada","raw_affiliation_strings":["Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan"],"raw_orcid":"https://orcid.org/0000-0002-5999-8552","affiliations":[{"raw_affiliation_string":"Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan","institution_ids":["https://openalex.org/I4210146667","https://openalex.org/I1335690138"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5025324284","display_name":"Sachise Karakawa","orcid":"https://orcid.org/0000-0003-1272-3348"},"institutions":[{"id":"https://openalex.org/I1335690138","display_name":"Suzuki (Japan)","ror":"https://ror.org/01he2y745","country_code":"JP","type":"company","lineage":["https://openalex.org/I1335690138"]},{"id":"https://openalex.org/I4210146667","display_name":"Ajinomoto (Japan)","ror":"https://ror.org/044mkdq33","country_code":"JP","type":"company","lineage":["https://openalex.org/I4210146667"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Sachise Karakawa","raw_affiliation_strings":["Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan","institution_ids":["https://openalex.org/I4210146667","https://openalex.org/I1335690138"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5015223184","display_name":"Hiroshi Miyano","orcid":null},"institutions":[{"id":"https://openalex.org/I4210146667","display_name":"Ajinomoto (Japan)","ror":"https://ror.org/044mkdq33","country_code":"JP","type":"company","lineage":["https://openalex.org/I4210146667"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Hiroshi Miyano","raw_affiliation_strings":["R&D Planning Department, Ajinomoto Co., Inc., 1-15-1 Kyobashi, Ch\u016b\u014d-ku, Tokyo 104-8315, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"R&D Planning Department, Ajinomoto Co., Inc., 1-15-1 Kyobashi, Ch\u016b\u014d-ku, Tokyo 104-8315, Japan","institution_ids":["https://openalex.org/I4210146667"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5087180398","display_name":"Kazutaka Shimbo","orcid":null},"institutions":[{"id":"https://openalex.org/I1335690138","display_name":"Suzuki (Japan)","ror":"https://ror.org/01he2y745","country_code":"JP","type":"company","lineage":["https://openalex.org/I1335690138"]},{"id":"https://openalex.org/I4210146667","display_name":"Ajinomoto (Japan)","ror":"https://ror.org/044mkdq33","country_code":"JP","type":"company","lineage":["https://openalex.org/I4210146667"]}],"countries":["JP"],"is_corresponding":true,"raw_author_name":"Kazutaka Shimbo","raw_affiliation_strings":["Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Research Institute for Bioscience Products & Fine Chemicals, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan","institution_ids":["https://openalex.org/I4210146667","https://openalex.org/I1335690138"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":4,"corresponding_author_ids":["https://openalex.org/A5087180398"],"corresponding_institution_ids":["https://openalex.org/I1335690138","https://openalex.org/I4210146667"],"apc_list":{"value":2000,"currency":"CHF","value_usd":2165},"apc_paid":{"value":2000,"currency":"CHF","value_usd":2165},"fwci":1.666,"has_fulltext":true,"cited_by_count":21,"citation_normalized_percentile":{"value":0.81714799,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":95,"max":98},"biblio":{"volume":"12","issue":"6","first_page":"913","last_page":"913"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12770","display_name":"Amino Acid Enzymes and Metabolism","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1303","display_name":"Biochemistry"},"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"}},"topics":[{"id":"https://openalex.org/T12770","display_name":"Amino Acid Enzymes and Metabolism","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1303","display_name":"Biochemistry"},"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"}},{"id":"https://openalex.org/T11027","display_name":"Metabolism and Genetic Disorders","score":0.9908000230789185,"subfield":{"id":"https://openalex.org/subfields/1308","display_name":"Clinical Biochemistry"},"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"}},{"id":"https://openalex.org/T11162","display_name":"Enzyme Structure and Function","score":0.9746000170707703,"subfield":{"id":"https://openalex.org/subfields/2505","display_name":"Materials Chemistry"},"field":{"id":"https://openalex.org/fields/25","display_name":"Materials Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/amino-acid","display_name":"Amino acid","score":0.7531226277351379},{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.740772008895874},{"id":"https://openalex.org/keywords/chromatography","display_name":"Chromatography","score":0.7209827899932861},{"id":"https://openalex.org/keywords/enantiomer","display_name":"Enantiomer","score":0.6324295997619629},{"id":"https://openalex.org/keywords/electrospray-ionization","display_name":"Electrospray ionization","score":0.608221173286438},{"id":"https://openalex.org/keywords/tandem-mass-spectrometry","display_name":"Tandem mass spectrometry","score":0.5939883589744568},{"id":"https://openalex.org/keywords/hydrochloride","display_name":"Hydrochloride","score":0.5670942068099976},{"id":"https://openalex.org/keywords/mass-spectrometry","display_name":"Mass spectrometry","score":0.5203472971916199},{"id":"https://openalex.org/keywords/urine","display_name":"Urine","score":0.4777345061302185},{"id":"https://openalex.org/keywords/electrospray","display_name":"Electrospray","score":0.44596046209335327},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.22315514087677002},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.21708962321281433},{"id":"https://openalex.org/keywords/biochemistry","display_name":"Biochemistry","score":0.1311272382736206}],"concepts":[{"id":"https://openalex.org/C515207424","wikidata":"https://www.wikidata.org/wiki/Q8066","display_name":"Amino acid","level":2,"score":0.7531226277351379},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.740772008895874},{"id":"https://openalex.org/C43617362","wikidata":"https://www.wikidata.org/wiki/Q170050","display_name":"Chromatography","level":1,"score":0.7209827899932861},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.6324295997619629},{"id":"https://openalex.org/C40684141","wikidata":"https://www.wikidata.org/wiki/Q902061","display_name":"Electrospray ionization","level":3,"score":0.608221173286438},{"id":"https://openalex.org/C31827203","wikidata":"https://www.wikidata.org/wiki/Q874296","display_name":"Tandem mass spectrometry","level":3,"score":0.5939883589744568},{"id":"https://openalex.org/C2776460385","wikidata":"https://www.wikidata.org/wiki/Q420060","display_name":"Hydrochloride","level":2,"score":0.5670942068099976},{"id":"https://openalex.org/C162356407","wikidata":"https://www.wikidata.org/wiki/Q180809","display_name":"Mass spectrometry","level":2,"score":0.5203472971916199},{"id":"https://openalex.org/C2780026642","wikidata":"https://www.wikidata.org/wiki/Q40924","display_name":"Urine","level":2,"score":0.4777345061302185},{"id":"https://openalex.org/C194451485","wikidata":"https://www.wikidata.org/wiki/Q1327575","display_name":"Electrospray","level":3,"score":0.44596046209335327},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.22315514087677002},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.21708962321281433},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.1311272382736206}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.3390/sym12060913","is_oa":true,"landing_page_url":"https://doi.org/10.3390/sym12060913","pdf_url":"https://www.mdpi.com/2073-8994/12/6/913/pdf","source":{"id":"https://openalex.org/S190787756","display_name":"Symmetry","issn_l":"2073-8994","issn":["2073-8994"],"is_oa":true,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Symmetry","raw_type":"journal-article"},{"id":"pmh:oai:doaj.org/article:2ab6043d6bb14e3991c0d986ae47fd80","is_oa":true,"landing_page_url":"https://doaj.org/article/2ab6043d6bb14e3991c0d986ae47fd80","pdf_url":null,"source":{"id":"https://openalex.org/S4306401280","display_name":"DOAJ (DOAJ: Directory of Open Access Journals)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-sa","license_id":"https://openalex.org/licenses/cc-by-sa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Symmetry, Vol 12, Iss 6, p 913 (2020)","raw_type":"article"}],"best_oa_location":{"id":"doi:10.3390/sym12060913","is_oa":true,"landing_page_url":"https://doi.org/10.3390/sym12060913","pdf_url":"https://www.mdpi.com/2073-8994/12/6/913/pdf","source":{"id":"https://openalex.org/S190787756","display_name":"Symmetry","issn_l":"2073-8994","issn":["2073-8994"],"is_oa":true,"is_in_doaj":false,"is_core":true,"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Symmetry","raw_type":"journal-article"},"sustainable_development_goals":[],"awards":[],"funders":[],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W3031850211.pdf","grobid_xml":"https://content.openalex.org/works/W3031850211.grobid-xml"},"referenced_works_count":33,"referenced_works":["https://openalex.org/W39215153","https://openalex.org/W1797289678","https://openalex.org/W1977423063","https://openalex.org/W1982634981","https://openalex.org/W1986204659","https://openalex.org/W1987752687","https://openalex.org/W1987923616","https://openalex.org/W1995428934","https://openalex.org/W2012439214","https://openalex.org/W2019342760","https://openalex.org/W2021220724","https://openalex.org/W2022865709","https://openalex.org/W2027733028","https://openalex.org/W2030763674","https://openalex.org/W2037677430","https://openalex.org/W2049939184","https://openalex.org/W2106262764","https://openalex.org/W2124439293","https://openalex.org/W2167232166","https://openalex.org/W2215669916","https://openalex.org/W2402062284","https://openalex.org/W2466472019","https://openalex.org/W2601545752","https://openalex.org/W2884334564","https://openalex.org/W2905475092","https://openalex.org/W2908412622","https://openalex.org/W2910790261","https://openalex.org/W2914448417","https://openalex.org/W2924486308","https://openalex.org/W2956245676","https://openalex.org/W2969376187","https://openalex.org/W2969542883","https://openalex.org/W3001327566"],"related_works":["https://openalex.org/W4200544467","https://openalex.org/W2556850201","https://openalex.org/W2007390411","https://openalex.org/W1978258542","https://openalex.org/W2041651069","https://openalex.org/W2608736974","https://openalex.org/W2126902475","https://openalex.org/W2022873267","https://openalex.org/W964154261","https://openalex.org/W1979241870"],"abstract_inverted_index":{"Although":[0],"d,l-amino":[1,32,70],"acids":[2,21,33,45,50,71,102,132,177],"are":[3,7,53],"symmetrical":[4],"molecules,":[5],"l-isomers":[6],"generally":[8],"dominant":[9],"in":[10,34,51,72,82,103,178],"living":[11],"organisms.":[12],"However,":[13,67],"it":[14],"has":[15],"been":[16],"found":[17],"that":[18],"some":[19],"d-amino":[20,44],"also":[22],"have":[23],"biological":[24,35],"functions.":[25],"A":[26],"new":[27],"method":[28,120,140,156],"for":[29,61,63,128],"simultaneously":[30,68,108],"analyzing":[31,69],"samples":[36],"is":[37,75],"required":[38],"to":[39,46,97,106,160],"allow":[40,98],"unknown":[41,80],"functions":[42],"of":[43,58,78,100,149,151,164,173],"be":[47,107],"investigated.":[48],"d-Amino":[49],"urine":[52,74,105,182],"currently":[54],"receiving":[55],"increasing":[56],"amounts":[57],"attention,":[59],"particularly":[60],"screening":[62],"chronic":[64],"kidney":[65],"diseases.":[66],"human":[73,104,180],"challenging":[76],"because":[77],"interfering":[79],"compounds":[81],"urine.":[83],"In":[84],"this":[85],"study,":[86],"the":[87,146,152,162,171],"axially":[88],"chiral":[89],"derivatizing":[90],"agent":[91],"(R)-4-nitrophenyl-N-[2-(diethylamino)-6,6-dimethyl-[1,1-biphenyl]-2-yl]":[92],"carbamate":[93],"hydrochloride":[94,144],"was":[95,157],"used":[96,159],"enantiomers":[99,135],"amino":[101,131,176],"determined":[109],"by":[110],"liquid":[111],"chromatography":[112],"electrospray":[113],"ionization":[114],"tandem":[115],"mass":[116],"spectrometry.":[117],"The":[118,138,155],"optimized":[119],"gave":[121],"good":[122],"linearities,":[123],"precision":[124],"results,":[125],"and":[126,133,136,170],"recoveries":[127],"18":[129],"proteinogenic":[130],"their":[134],"glycine.":[137],"chiral-switching":[139],"using":[141],"(S)-4-nitrophenyl-N-[2-(diethylamino)-6,":[142],"6-dimethyl-[1,1-biphenyl]-2-yl]carbamate":[143],"confirmed":[145],"expected":[147],"concentrations":[148,163],"32":[150],"37":[153],"analytes.":[154],"successfully":[158],"determine":[161],"d-serine,":[165],"d-alanine,":[166],"d-asparagine,":[167],"d-allothreonine,":[168],"d-lysine,":[169],"d-isomers":[172],"10":[174],"other":[175],"five":[179],"volunteer":[181],"samples.":[183]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":2},{"year":2024,"cited_by_count":4},{"year":2023,"cited_by_count":5},{"year":2022,"cited_by_count":6},{"year":2021,"cited_by_count":3}],"updated_date":"2026-05-21T06:26:12.895304","created_date":"2025-10-10T00:00:00"}