{"id":"https://openalex.org/W2056645340","doi":"https://doi.org/10.1021/bi00456a006","title":"Three new potential cAMP affinity labels. Inactivation of human platelet low Km cAMP phosphodiesterase by 8-[(4-bromo-2,3-dioxobutyl)thio]adenosine 3',5'-cyclic monophosphate","display_name":"Three new potential cAMP affinity labels. Inactivation of human platelet low Km cAMP phosphodiesterase by 8-[(4-bromo-2,3-dioxobutyl)thio]adenosine 3',5'-cyclic monophosphate","publication_year":1990,"publication_date":"1990-01-30","ids":{"openalex":"https://openalex.org/W2056645340","doi":"https://doi.org/10.1021/bi00456a006","mag":"2056645340","pmid":"https://pubmed.ncbi.nlm.nih.gov/2160272"},"language":"en","primary_location":{"id":"doi:10.1021/bi00456a006","doi":"https://doi.org/10.1021/bi00456a006","is_oa":false,"landing_page_url":"https://doi.org/10.1021/bi00456a006","pdf_url":null,"source":{"id":"https://openalex.org/S104038378","display_name":"Biochemistry","issn_l":"0006-2960","issn":["0006-2960","1520-4995","1943-295X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2"],"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":"Biochemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"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/A5053835864","display_name":"Paul G. Grant","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I84392919","display_name":"Temple University","ror":"https://ror.org/00kx1jb78","country_code":"US","type":"education","lineage":["https://openalex.org/I84392919"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Paul G. Grant","raw_affiliation_strings":["Temple University School of Medicine, Philadelphia, Pennsylvania 19140"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Temple University School of Medicine, Philadelphia, Pennsylvania 19140","institution_ids":["https://openalex.org/I84392919"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5066027352","display_name":"Dianne L. DeCamp","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Dianne L. DeCamp","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103698517","display_name":"Jerome M. Bailey","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jerome M. Bailey","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5104652394","display_name":"Robert W. Colman","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Robert W. Colman","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5111830511","display_name":"Roberta F. Colman","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Roberta F. Colman","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.8552,"has_fulltext":false,"cited_by_count":18,"citation_normalized_percentile":{"value":0.71646455,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"29","issue":"4","first_page":"887","last_page":"894"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12434","display_name":"Phosphodiesterase function and regulation","score":0.9994999766349792,"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"}},"topics":[{"id":"https://openalex.org/T12434","display_name":"Phosphodiesterase function and regulation","score":0.9994999766349792,"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"}},{"id":"https://openalex.org/T11748","display_name":"Organophosphorus compounds synthesis","score":0.00019999999494757503,"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/T11193","display_name":"Adenosine and Purinergic Signaling","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1314","display_name":"Physiology"},"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/camp-analogs","display_name":"cAMP analogs","score":0.7820000052452087},{"id":"https://openalex.org/keywords/affinity-labels","display_name":"affinity labels","score":0.6620000004768372},{"id":"https://openalex.org/keywords/enzyme-inactivation","display_name":"enzyme inactivation","score":0.7239999771118164},{"id":"https://openalex.org/keywords/competitive-inhibition","display_name":"competitive inhibition","score":0.6330000162124634},{"id":"https://openalex.org/keywords/irreversible-inactivation","display_name":"irreversible inactivation","score":0.7459999918937683},{"id":"https://openalex.org/keywords/active-site","display_name":"active site","score":0.7730000019073486},{"id":"https://openalex.org/keywords/camp-binding-sites","display_name":"cAMP binding sites","score":0.6299999952316284}],"concepts":[{"id":"https://openalex.org/C2781253882","wikidata":"https://www.wikidata.org/wiki/Q770860","display_name":"Thio-","level":2,"score":0.7826598882675171},{"id":"https://openalex.org/C62826618","wikidata":"https://www.wikidata.org/wiki/Q424304","display_name":"Phosphodiesterase","level":3,"score":0.7350315451622009},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7305587530136108},{"id":"https://openalex.org/C2776991684","wikidata":"https://www.wikidata.org/wiki/Q190012","display_name":"Adenosine","level":2,"score":0.638025164604187},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5409693121910095},{"id":"https://openalex.org/C2776668983","wikidata":"https://www.wikidata.org/wiki/Q210041","display_name":"Cyclic adenosine monophosphate","level":3,"score":0.5119091272354126},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.4920803904533386},{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.43864360451698303},{"id":"https://openalex.org/C2779876172","wikidata":"https://www.wikidata.org/wiki/Q318369","display_name":"Adenosine monophosphate","level":3,"score":0.4210386872291565},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.42009466886520386},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.14330941438674927}],"mesh":[{"descriptor_ui":"D000242","descriptor_name":"Cyclic AMP","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D000242","descriptor_name":"Cyclic AMP","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D000242","descriptor_name":"Cyclic AMP","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D000345","descriptor_name":"Affinity Labels","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D001665","descriptor_name":"Binding Sites","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001792","descriptor_name":"Blood Platelets","qualifier_ui":"Q000201","qualifier_name":"enzymology","is_major_topic":false},{"descriptor_ui":"D002621","descriptor_name":"Chemistry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D004789","descriptor_name":"Enzyme Activation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D005069","descriptor_name":"Evaluation Studies as Topic","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013873","descriptor_name":"Thionucleotides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D013873","descriptor_name":"Thionucleotides","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D015105","descriptor_name":"3',5'-Cyclic-AMP Phosphodiesterases","qualifier_ui":"Q000097","qualifier_name":"blood","is_major_topic":true},{"descriptor_ui":"D055598","descriptor_name":"Chemical Phenomena","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/bi00456a006","doi":"https://doi.org/10.1021/bi00456a006","is_oa":false,"landing_page_url":"https://doi.org/10.1021/bi00456a006","pdf_url":null,"source":{"id":"https://openalex.org/S104038378","display_name":"Biochemistry","issn_l":"0006-2960","issn":["0006-2960","1520-4995","1943-295X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-2"],"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":"Biochemistry","raw_type":"journal-article"},{"id":"pmid:2160272","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/2160272","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":"Biochemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G5177610944","display_name":null,"funder_award_id":"HL36579","funder_id":"https://openalex.org/F4320337338","funder_display_name":"National Heart, Lung, and Blood Institute"},{"id":"https://openalex.org/G6256517885","display_name":"PROGRAM PROJECT IN THROMBOSIS &HEMOSTASIS","funder_award_id":"5p01hl036579-05","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"}],"funders":[{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337338","display_name":"National Heart, Lung, and Blood Institute","ror":"https://ror.org/012pb6c26"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":46,"referenced_works":["https://openalex.org/W1470903582","https://openalex.org/W1488557950","https://openalex.org/W1503792845","https://openalex.org/W1553140893","https://openalex.org/W1559048670","https://openalex.org/W1963861627","https://openalex.org/W1966371340","https://openalex.org/W1969606043","https://openalex.org/W1971168940","https://openalex.org/W1971844249","https://openalex.org/W1974306434","https://openalex.org/W1974605099","https://openalex.org/W1974760606","https://openalex.org/W1978522132","https://openalex.org/W1981252713","https://openalex.org/W1992529146","https://openalex.org/W1996814426","https://openalex.org/W2007453798","https://openalex.org/W2007786396","https://openalex.org/W2013039234","https://openalex.org/W2016266270","https://openalex.org/W2016460232","https://openalex.org/W2021174446","https://openalex.org/W2022703044","https://openalex.org/W2032405961","https://openalex.org/W2032522194","https://openalex.org/W2036754828","https://openalex.org/W2046608233","https://openalex.org/W2047350997","https://openalex.org/W2047651417","https://openalex.org/W2056192222","https://openalex.org/W2059367441","https://openalex.org/W2059401445","https://openalex.org/W2063968553","https://openalex.org/W2069579388","https://openalex.org/W2072716196","https://openalex.org/W2074090122","https://openalex.org/W2079512843","https://openalex.org/W2084174255","https://openalex.org/W2089169470","https://openalex.org/W2091203772","https://openalex.org/W2092004001","https://openalex.org/W2095285557","https://openalex.org/W2154294301","https://openalex.org/W2318367225","https://openalex.org/W2395710875"],"related_works":["https://openalex.org/W1983874809","https://openalex.org/W2071217711","https://openalex.org/W99370438","https://openalex.org/W2043141059","https://openalex.org/W4240184064","https://openalex.org/W2032405961","https://openalex.org/W1543080609","https://openalex.org/W2009690525","https://openalex.org/W2011993324","https://openalex.org/W1974306434"],"abstract_inverted_index":{"Three":[0],"new":[1],"analogues":[2,50,126],"of":[3,36,75,84,140,143,151,166,174,181,215],"cAMP":[4,49,63,76,145,156,184],"have":[5],"been":[6],"synthesized":[7],"and":[8,18,70,88,96,111,185,187],"characterized:":[9],"2-[(4-bromo-2,3-dioxobutyl)thio]adenosine":[10],"3',5'-cyclic":[11,15,20],"monophosphate":[12,16,21],"(2-BDB-TcAMP),":[13],"2-[(3-bromo-2-oxopropyl)thio]-adenosine":[14],"(2-BOP-tcAMP),":[17],"8-[(4-bromo-2,3-dioxobutyl)thio]adenosine":[19],"(8-BDB-TcAMP).":[22],"The":[23,68],"bromoketo":[24],"moiety":[25],"has":[26],"the":[27,32,41,58,79,102,123,129,138,141,144,152,167,182,188,192,200,205,212,216],"ability":[28,55],"to":[29,56,109,115,128,191,209],"react":[30],"with":[31,46,81,158,169],"nucleophilic":[33],"side":[34],"chains":[35],"several":[37],"amino":[38,135],"acids,":[39],"while":[40],"dioxobutyl":[42],"group":[43],"can":[44],"interact":[45],"arginine.":[47],"These":[48,118],"were":[51,72],"tested":[52],"for":[53],"their":[54],"inactivate":[57,101],"low":[59,154],"Km":[60,155],"(high":[61],"affinity)":[62],"phosphodiesterase":[64,80,103,157],"from":[65,107],"human":[66],"platelets.":[67],"2-BDB-TcAMP":[69,95],"2-BOP-TcAMP":[71,97],"competitive":[73],"inhibitors":[74],"hydrolysis":[77],"by":[78],"Ki":[82],"values":[83,106],"0.96":[85],"+/-":[86,90,176],"0.12":[87,91],"0.70":[89],"microM,":[92],"respectively.":[93],"However,":[94],"did":[98],"not":[99],"irreversibly":[100],"at":[104,112,211],"pH":[105],"6.0":[108],"7.5":[110],"concentrations":[113],"up":[114],"10":[116],"mM.":[117],"results":[119],"indicate":[120],"that":[121,204],"although":[122],"2-substituted":[124],"TcAMP":[125],"bind":[127],"enzyme,":[130],"there":[131],"are":[132],"no":[133],"reactive":[134],"acids":[136],"in":[137,161,196,199],"vicinity":[139],"2-position":[142],"binding":[146],"site.":[147],"In":[148],"contrast,":[149],"incubation":[150],"platelet":[153],"8-BDB-TcAMP":[159],"resulted":[160,195],"a":[162,170],"time-dependent,":[163],"irreversible":[164],"inactivation":[165,201,206],"enzyme":[168],"second-order":[171],"rate":[172],"constant":[173],"0.031":[175],"0.009":[177],"min-1":[178],"mM1.":[179],"Addition":[180],"substrates,":[183],"cGMP,":[186],"product,":[189],"AMP,":[190],"reaction":[193,210],"mixture":[194],"marked":[197],"decreases":[198],"rate,":[202],"suggesting":[203],"was":[207],"due":[208],"active":[213],"site":[214],"phosphodiesterase.(ABSTRACT":[217],"TRUNCATED":[218],"AT":[219],"250":[220],"WORDS)":[221]},"counts_by_year":[],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}