{"id":"https://openalex.org/W1503289795","doi":"https://doi.org/10.1016/s0021-9258(18)92974-1","title":"6-Mercapto-FAD and 6-thiocyanato-FAD as active site probes of phenol hydroxylase","display_name":"6-Mercapto-FAD and 6-thiocyanato-FAD as active site probes of phenol hydroxylase","publication_year":1991,"publication_date":"1991-05-01","ids":{"openalex":"https://openalex.org/W1503289795","doi":"https://doi.org/10.1016/s0021-9258(18)92974-1","mag":"1503289795","pmid":"https://pubmed.ncbi.nlm.nih.gov/2022645"},"language":"en","primary_location":{"id":"doi:10.1016/s0021-9258(18)92974-1","doi":"https://doi.org/10.1016/s0021-9258(18)92974-1","is_oa":true,"landing_page_url":"https://doi.org/10.1016/s0021-9258(18)92974-1","pdf_url":null,"source":{"id":"https://openalex.org/S140251998","display_name":"Journal of Biological Chemistry","issn_l":"0021-9258","issn":["0021-9258","1067-8816","1083-351X"],"is_oa":false,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-scientific","cwts-core","doaj","dongbi-b","doyens","jufo-2","ki-jl-2","medline","norway-2","poland-100","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Biological Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","doaj","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://doi.org/10.1016/s0021-9258(18)92974-1","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5066591235","display_name":"Marc G. Taylor","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"]},{"id":"https://openalex.org/I95457486","display_name":"University of California, Berkeley","ror":"https://ror.org/01an7q238","country_code":"US","type":"education","lineage":["https://openalex.org/I95457486"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"M.G. Taylor","raw_affiliation_strings":["Dept. of Biochemistry, University of California, Berkeley, CA 94720","From the Department of Biological Chemistry, University of Michigan Medical School, Ann Arbor, Michigan 48109-0606"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dept. of Biochemistry, University of California, Berkeley, CA 94720","institution_ids":["https://openalex.org/I95457486"]},{"raw_affiliation_string":"From the Department of Biological Chemistry, University of Michigan Medical School, Ann Arbor, Michigan 48109-0606","institution_ids":["https://openalex.org/I27837315"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5079221179","display_name":"Vincent Massey","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"]},{"id":"https://openalex.org/I95457486","display_name":"University of California, Berkeley","ror":"https://ror.org/01an7q238","country_code":"US","type":"education","lineage":["https://openalex.org/I95457486"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"V. Massey","raw_affiliation_strings":["Dept. of Biochemistry, University of California, Berkeley, CA 94720","From the Department of Biological Chemistry, University of Michigan Medical School, Ann Arbor, Michigan 48109-0606"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Dept. of Biochemistry, University of California, Berkeley, CA 94720","institution_ids":["https://openalex.org/I95457486"]},{"raw_affiliation_string":"From the Department of Biological Chemistry, University of Michigan Medical School, Ann Arbor, Michigan 48109-0606","institution_ids":["https://openalex.org/I27837315"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":3430,"currency":"USD","value_usd":3430},"apc_paid":{"value":3430,"currency":"USD","value_usd":3430},"fwci":0.7066,"has_fulltext":false,"cited_by_count":5,"citation_normalized_percentile":{"value":0.62582018,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"266","issue":"13","first_page":"8281","last_page":"8290"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.3093000054359436,"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/T12191","display_name":"Chemical Reaction Mechanisms","score":0.3093000054359436,"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/T11162","display_name":"Enzyme Structure and Function","score":0.18539999425411224,"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"}},{"id":"https://openalex.org/T11747","display_name":"Metal-Catalyzed Oxygenation Mechanisms","score":0.15780000388622284,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/phenol-hydroxylase","display_name":"phenol hydroxylase","score":0.9629999995231628},{"id":"https://openalex.org/keywords/flavoprotein","display_name":"flavoprotein","score":0.7889999747276306},{"id":"https://openalex.org/keywords/n-ethylmaleimide","display_name":"N-ethylmaleimide","score":0.8920000195503235},{"id":"https://openalex.org/keywords/methyl-methanethiosulfonate","display_name":"methyl methanethiosulfonate","score":0.9909999966621399},{"id":"https://openalex.org/keywords/protein-conformational-change","display_name":"protein conformational change","score":0.7979999780654907}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5330618023872375},{"id":"https://openalex.org/C41183919","wikidata":"https://www.wikidata.org/wiki/Q423026","display_name":"Active site","level":3,"score":0.41669604182243347},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.39679908752441406},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.2389809787273407}],"mesh":[{"descriptor_ui":"D001665","descriptor_name":"Binding Sites","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002723","descriptor_name":"Chlorobenzoates","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D004229","descriptor_name":"Dithiothreitol","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D005033","descriptor_name":"Ethylmaleimide","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D005182","descriptor_name":"Flavin-Adenine Dinucleotide","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D005182","descriptor_name":"Flavin-Adenine Dinucleotide","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D005182","descriptor_name":"Flavin-Adenine Dinucleotide","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D006861","descriptor_name":"Hydrogen Peroxide","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D006863","descriptor_name":"Hydrogen-Ion Concentration","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006899","descriptor_name":"Mixed Function Oxygenases","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D006899","descriptor_name":"Mixed Function Oxygenases","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D008741","descriptor_name":"Methyl Methanesulfonate","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":false},{"descriptor_ui":"D008741","descriptor_name":"Methyl Methanesulfonate","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D010636","descriptor_name":"Phenols","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D013057","descriptor_name":"Spectrum Analysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015335","descriptor_name":"Molecular Probes","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":2,"locations":[{"id":"doi:10.1016/s0021-9258(18)92974-1","doi":"https://doi.org/10.1016/s0021-9258(18)92974-1","is_oa":true,"landing_page_url":"https://doi.org/10.1016/s0021-9258(18)92974-1","pdf_url":null,"source":{"id":"https://openalex.org/S140251998","display_name":"Journal of Biological Chemistry","issn_l":"0021-9258","issn":["0021-9258","1067-8816","1083-351X"],"is_oa":false,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-scientific","cwts-core","doaj","dongbi-b","doyens","jufo-2","ki-jl-2","medline","norway-2","poland-100","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Biological Chemistry","raw_type":"journal-article"},{"id":"pmid:2022645","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/2022645","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":"The Journal of biological chemistry","raw_type":"Journal Article"}],"best_oa_location":{"id":"doi:10.1016/s0021-9258(18)92974-1","doi":"https://doi.org/10.1016/s0021-9258(18)92974-1","is_oa":true,"landing_page_url":"https://doi.org/10.1016/s0021-9258(18)92974-1","pdf_url":null,"source":{"id":"https://openalex.org/S140251998","display_name":"Journal of Biological Chemistry","issn_l":"0021-9258","issn":["0021-9258","1067-8816","1083-351X"],"is_oa":false,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-scientific","cwts-core","doaj","dongbi-b","doyens","jufo-2","ki-jl-2","medline","norway-2","poland-100","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Biological Chemistry","raw_type":"journal-article"},"sustainable_development_goals":[],"sustainable_development_goals_aurora":[{"display_name":"Clean water and sanitation","id":"https://metadata.un.org/sdg/6","score":0.5199999809265137}],"study_designs":[],"awards":[{"id":"https://openalex.org/G2869093499","display_name":null,"funder_award_id":"GM11106","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":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":41,"referenced_works":["https://openalex.org/W294420646","https://openalex.org/W1512969430","https://openalex.org/W1514609493","https://openalex.org/W1514610082","https://openalex.org/W1517916753","https://openalex.org/W1522757325","https://openalex.org/W1525400828","https://openalex.org/W1535516014","https://openalex.org/W1546031396","https://openalex.org/W1549887344","https://openalex.org/W1554293391","https://openalex.org/W1567195660","https://openalex.org/W1576778788","https://openalex.org/W1580419443","https://openalex.org/W1582925438","https://openalex.org/W1610478082","https://openalex.org/W1709437539","https://openalex.org/W1973415326","https://openalex.org/W1974430185","https://openalex.org/W1977962222","https://openalex.org/W1982943254","https://openalex.org/W1998335176","https://openalex.org/W2035494815","https://openalex.org/W2038095870","https://openalex.org/W2040075463","https://openalex.org/W2044897007","https://openalex.org/W2051090871","https://openalex.org/W2055903133","https://openalex.org/W2056919582","https://openalex.org/W2063827252","https://openalex.org/W2073184772","https://openalex.org/W2088995397","https://openalex.org/W2107160457","https://openalex.org/W2121423905","https://openalex.org/W2133574204","https://openalex.org/W2140121688","https://openalex.org/W2167486398","https://openalex.org/W2250009574","https://openalex.org/W2312772055","https://openalex.org/W3170745097","https://openalex.org/W4230113182"],"related_works":["https://openalex.org/W2945281730","https://openalex.org/W2063827252","https://openalex.org/W2167486398","https://openalex.org/W2007827614","https://openalex.org/W1606089878","https://openalex.org/W1608583560","https://openalex.org/W2059169011","https://openalex.org/W1525400828","https://openalex.org/W1973816625","https://openalex.org/W1559598956"],"abstract_inverted_index":{"Recently,":[0],"the":[1,44,57,86,92,116,130,138,179],"synthesis":[2],"and":[3,22,38,79,91,106,188],"properties":[4],"of":[5,33,47,64,69,77,103,127,140,147,219],"several":[6],"6-substituted":[7],"flavins":[8],"as":[9],"active":[10],"site":[11],"probes":[12],"for":[13,43],"flavoproteins":[14],"have":[15,40],"been":[16,41],"reported":[17],"(Ghisla,":[18],"S.,":[19],"Massey,":[20],"V.,":[21],"Yagi,":[23],"K.":[24],"(1986)":[25],"Biochemistry":[26],"25,":[27],"3282-3289).":[28],"Here,":[29],"we":[30],"report":[31],"results":[32],"experiments":[34],"in":[35,137],"which":[36],"6-thiocyanato-FAD":[37],"6-mercapto-FAD":[39,81,89,97],"substituted":[42],"native":[45],"flavin":[46,122,131],"phenol":[48],"hydroxylase.":[49],"The":[50,73,159,209],"6-SCN-FAD":[51],"enzyme":[52,82,90,93],"was":[53,134,163,172],"converted":[54],"spontaneously":[55,87,165],"to":[56,62,129,205],"6-mercaptoflavin":[58],"form":[59],"probably":[60],"due":[61,204],"dissociation":[63],"flavin,":[65],"followed":[66,110,198],"by":[67,111,199,217],"attack":[68],"external":[70],"protein":[71,206],"thiols.":[72],"pK":[74],"alpha":[75],"values":[76],"uncomplexed":[78],"phenol-bound":[80],"were":[83,98,109,157],"determined.":[84],"Both":[85],"formed":[88],"reconstituted":[94],"with":[95,100,115,120,144,170,174,178],"preformed":[96],"treated":[99],"a":[101,124,200],"variety":[102],"thiol-specific":[104],"reagents,":[105],"reaction":[107,211],"rates":[108,118],"spectroscopic":[112],"means.":[113],"Comparison":[114],"corresponding":[117],"found":[119],"free":[121],"suggested":[123],"high":[125],"degree":[126],"accessibility":[128],"6-position.":[132],"Accessibility":[133],"somewhat":[135],"decreased":[136],"presence":[139],"phenol.":[141],"Upon":[142],"treatment":[143],"low":[145],"concentrations":[146],"methyl":[148],"methanethiosulfonate":[149],"or":[150],"N-ethylmaleimide":[151],"(NEM),":[152],"extremely":[153],"rapid":[154],"spectral":[155,175],"changes":[156,176],"apparent.":[158],"former":[160],"reaction,":[161],"however,":[162],"reversed":[164,216],"within":[166],"2":[167],"h.":[168],"Reaction":[169],"NEM":[171,210],"biphasic,":[173],"consistent":[177],"mechanism":[180],"previously":[181],"proposed":[182],"(Steenkamp,":[183],"D.":[184],"J.,":[185],"McIntire,":[186],"W.,":[187],"Kenney,":[189],"W.":[190],"C.":[191],"(1978)":[192],"J.":[193],"Biol.":[194],"Chem.":[195],"253,":[196],"2818-2824),":[197],"small":[201],"absorbance":[202],"decrease":[203],"conformational":[207],"changes.":[208],"is":[212],"unusual,":[213],"being":[214],"easily":[215],"addition":[218],"excess":[220],"dithiothreitol.":[221]},"counts_by_year":[{"year":2019,"cited_by_count":1},{"year":2015,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}