{"id":"https://openalex.org/W2171198420","doi":"https://doi.org/10.1002/jcc.540140611","title":"Theoretical study of \u201cprotonated pyruvate\u201d: A methylhydroxycarbene\u2014carbon dioxide complex\u2014implications for the decarboxylation of pyruvic acid","display_name":"Theoretical study of \u201cprotonated pyruvate\u201d: A methylhydroxycarbene\u2014carbon dioxide complex\u2014implications for the decarboxylation of pyruvic acid","publication_year":1993,"publication_date":"1993-06-01","ids":{"openalex":"https://openalex.org/W2171198420","doi":"https://doi.org/10.1002/jcc.540140611","mag":"2171198420"},"language":"en","primary_location":{"id":"doi:10.1002/jcc.540140611","is_oa":false,"landing_page_url":"https://doi.org/10.1002/jcc.540140611","pdf_url":null,"source":{"id":"https://openalex.org/S21117631","display_name":"Journal of Computational Chemistry","issn_l":"0192-8651","issn":["0192-8651","1096-987X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"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":"Journal of Computational Chemistry","raw_type":"journal-article"},"type":"article","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/A5026292609","display_name":"Kathryn E. Norris","orcid":null},"institutions":[{"id":"https://openalex.org/I129604602","display_name":"University of Sydney","ror":"https://ror.org/0384j8v12","country_code":"AU","type":"education","lineage":["https://openalex.org/I129604602"]}],"countries":["AU"],"is_corresponding":false,"raw_author_name":"Kathryn E. Norris","raw_affiliation_strings":["Department of Biochemistry, University of Sydney, NSW 2006, Australia"],"affiliations":[{"raw_affiliation_string":"Department of Biochemistry, University of Sydney, NSW 2006, Australia","institution_ids":["https://openalex.org/I129604602"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5019222178","display_name":"George B. Bacskay","orcid":"https://orcid.org/0000-0001-5117-9440"},"institutions":[{"id":"https://openalex.org/I129604602","display_name":"University of Sydney","ror":"https://ror.org/0384j8v12","country_code":"AU","type":"education","lineage":["https://openalex.org/I129604602"]}],"countries":["AU"],"is_corresponding":false,"raw_author_name":"George B. Bacskay","raw_affiliation_strings":["Department of Physical and Theoretical Chemistry, University of Sydney, NSW 2006, Australia"],"affiliations":[{"raw_affiliation_string":"Department of Physical and Theoretical Chemistry, University of Sydney, NSW 2006, Australia","institution_ids":["https://openalex.org/I129604602"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5029016040","display_name":"Jill E. Gready","orcid":"https://orcid.org/0000-0001-5606-751X"},"institutions":[{"id":"https://openalex.org/I129604602","display_name":"University of Sydney","ror":"https://ror.org/0384j8v12","country_code":"AU","type":"education","lineage":["https://openalex.org/I129604602"]}],"countries":["AU"],"is_corresponding":true,"raw_author_name":"Jill E. Gready","raw_affiliation_strings":["Department of Biochemistry, University of Sydney, NSW 2006, Australia"],"affiliations":[{"raw_affiliation_string":"Department of Biochemistry, University of Sydney, NSW 2006, Australia","institution_ids":["https://openalex.org/I129604602"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5029016040"],"corresponding_institution_ids":["https://openalex.org/I129604602"],"apc_list":{"value":4840,"currency":"USD","value_usd":4840},"apc_paid":null,"fwci":0.2456,"has_fulltext":false,"cited_by_count":13,"citation_normalized_percentile":{"value":0.54060621,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":96},"biblio":{"volume":"14","issue":"6","first_page":"699","last_page":"714"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10002","display_name":"Advanced Chemical Physics Studies","score":0.9991999864578247,"subfield":{"id":"https://openalex.org/subfields/3107","display_name":"Atomic and Molecular Physics, and Optics"},"field":{"id":"https://openalex.org/fields/31","display_name":"Physics and Astronomy"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10002","display_name":"Advanced Chemical Physics Studies","score":0.9991999864578247,"subfield":{"id":"https://openalex.org/subfields/3107","display_name":"Atomic and Molecular Physics, and Optics"},"field":{"id":"https://openalex.org/fields/31","display_name":"Physics and Astronomy"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.9976000189781189,"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/T11593","display_name":"Carbon dioxide utilization in catalysis","score":0.9940000176429749,"subfield":{"id":"https://openalex.org/subfields/1508","display_name":"Process Chemistry and Technology"},"field":{"id":"https://openalex.org/fields/15","display_name":"Chemical Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/chemistry","display_name":"Chemistry","score":0.8617843389511108},{"id":"https://openalex.org/keywords/protonation","display_name":"Protonation","score":0.7248835563659668},{"id":"https://openalex.org/keywords/ab-initio","display_name":"Ab initio","score":0.6995433568954468},{"id":"https://openalex.org/keywords/intramolecular-force","display_name":"Intramolecular force","score":0.6408151984214783},{"id":"https://openalex.org/keywords/ab-initio-quantum-chemistry-methods","display_name":"Ab initio quantum chemistry methods","score":0.6034802794456482},{"id":"https://openalex.org/keywords/computational-chemistry","display_name":"Computational chemistry","score":0.5520447492599487},{"id":"https://openalex.org/keywords/dissociation","display_name":"Dissociation (chemistry)","score":0.5445012450218201},{"id":"https://openalex.org/keywords/pyruvic-acid","display_name":"Pyruvic acid","score":0.5146547555923462},{"id":"https://openalex.org/keywords/conformational-isomerism","display_name":"Conformational isomerism","score":0.46421054005622864},{"id":"https://openalex.org/keywords/molecule","display_name":"Molecule","score":0.46375730633735657},{"id":"https://openalex.org/keywords/bond-dissociation-energy","display_name":"Bond-dissociation energy","score":0.41439634561538696},{"id":"https://openalex.org/keywords/decarboxylation","display_name":"Decarboxylation","score":0.41254541277885437},{"id":"https://openalex.org/keywords/kinetic-isotope-effect","display_name":"Kinetic isotope effect","score":0.41055411100387573},{"id":"https://openalex.org/keywords/physical-chemistry","display_name":"Physical chemistry","score":0.33063751459121704},{"id":"https://openalex.org/keywords/deuterium","display_name":"Deuterium","score":0.2672238051891327},{"id":"https://openalex.org/keywords/stereochemistry","display_name":"Stereochemistry","score":0.2540874481201172},{"id":"https://openalex.org/keywords/catalysis","display_name":"Catalysis","score":0.11799520254135132},{"id":"https://openalex.org/keywords/organic-chemistry","display_name":"Organic chemistry","score":0.10685640573501587}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8617843389511108},{"id":"https://openalex.org/C30095370","wikidata":"https://www.wikidata.org/wiki/Q899488","display_name":"Protonation","level":3,"score":0.7248835563659668},{"id":"https://openalex.org/C2781442258","wikidata":"https://www.wikidata.org/wiki/Q46310","display_name":"Ab initio","level":2,"score":0.6995433568954468},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.6408151984214783},{"id":"https://openalex.org/C183971685","wikidata":"https://www.wikidata.org/wiki/Q547605","display_name":"Ab initio quantum chemistry methods","level":3,"score":0.6034802794456482},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.5520447492599487},{"id":"https://openalex.org/C102931765","wikidata":"https://www.wikidata.org/wiki/Q189673","display_name":"Dissociation (chemistry)","level":2,"score":0.5445012450218201},{"id":"https://openalex.org/C2777179333","wikidata":"https://www.wikidata.org/wiki/Q213580","display_name":"Pyruvic acid","level":2,"score":0.5146547555923462},{"id":"https://openalex.org/C18705241","wikidata":"https://www.wikidata.org/wiki/Q1128023","display_name":"Conformational isomerism","level":3,"score":0.46421054005622864},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.46375730633735657},{"id":"https://openalex.org/C62396407","wikidata":"https://www.wikidata.org/wiki/Q863696","display_name":"Bond-dissociation energy","level":3,"score":0.41439634561538696},{"id":"https://openalex.org/C2780595602","wikidata":"https://www.wikidata.org/wiki/Q898436","display_name":"Decarboxylation","level":3,"score":0.41254541277885437},{"id":"https://openalex.org/C69928629","wikidata":"https://www.wikidata.org/wiki/Q1386472","display_name":"Kinetic isotope effect","level":3,"score":0.41055411100387573},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.33063751459121704},{"id":"https://openalex.org/C58364064","wikidata":"https://www.wikidata.org/wiki/Q102296","display_name":"Deuterium","level":2,"score":0.2672238051891327},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2540874481201172},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.11799520254135132},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.10685640573501587},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/jcc.540140611","is_oa":false,"landing_page_url":"https://doi.org/10.1002/jcc.540140611","pdf_url":null,"source":{"id":"https://openalex.org/S21117631","display_name":"Journal of Computational Chemistry","issn_l":"0192-8651","issn":["0192-8651","1096-987X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"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":"Journal of Computational Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":28,"referenced_works":["https://openalex.org/W1583292915","https://openalex.org/W1970900112","https://openalex.org/W1975837615","https://openalex.org/W1978471027","https://openalex.org/W1985572074","https://openalex.org/W1991004312","https://openalex.org/W2005115686","https://openalex.org/W2005346663","https://openalex.org/W2006794552","https://openalex.org/W2008082462","https://openalex.org/W2008852917","https://openalex.org/W2011805684","https://openalex.org/W2024018422","https://openalex.org/W2025215373","https://openalex.org/W2042135116","https://openalex.org/W2048318899","https://openalex.org/W2058471537","https://openalex.org/W2066216545","https://openalex.org/W2074425494","https://openalex.org/W2077973224","https://openalex.org/W2083922038","https://openalex.org/W2084472180","https://openalex.org/W2088684650","https://openalex.org/W2147303166","https://openalex.org/W2148941593","https://openalex.org/W2950513281","https://openalex.org/W2951429638","https://openalex.org/W4323517650"],"related_works":["https://openalex.org/W2023036309","https://openalex.org/W1972863456","https://openalex.org/W1984955493","https://openalex.org/W1987685202","https://openalex.org/W2089371831","https://openalex.org/W2034643885","https://openalex.org/W2090625349","https://openalex.org/W1970360418","https://openalex.org/W2023171087","https://openalex.org/W2106387266"],"abstract_inverted_index":{"Abstract":[0],"Two":[1],"conformers":[2],"of":[3,62,73,103,124,151,186,199],"protonated":[4,96,187],"pyruvate,":[5,188],"CH":[6,75],"3":[7,76],"C":[8],"+":[9],"(OH)COO,":[10],"with":[11,79,99,118,171,204],"the":[12,20,24,28,35,56,63,84,112,119,130,183,210],"OH":[13,236],"group":[14,22,26],"either":[15],"trans":[16,224],"or":[17],"cis":[18],"to":[19,70,92,221],"methyl":[21],"and":[23,52,126,138,153,166,178,226],"carboxylate":[25],"in":[27,159,169],"C\uf8ffC\uf8ffC":[29],"plane":[30],"have":[31,156],"been":[32,157],"studied":[33,158],"using":[34,162,209],"ab":[36,49,131,163],"initio":[37,50,132,164],"SCF/3\u201021G":[38],"method,":[39],"as":[40,42,59],"well":[41],"by":[43,234],"some":[44,160],"semiempirical":[45],"AM1":[46,53,85,120],"calculations.":[47],"Both":[48],"SCF":[51,165],"curves":[54,86],"for":[55,115],"potential":[57],"energy":[58],"a":[60,67,71,93,100,191],"function":[61],"C\uf8ffCOO":[64,101],"distance":[65,102],"exhibit":[66],"minimum":[68,90],"corresponding":[69,91],"complex":[72,218],"methylhydroxycarbene,":[74],"COH,":[77],"associated":[78],"carbon":[80,139,154,227],"dioxide,":[81],"but":[82],"only":[83],"predict":[87],"an":[88,142,235],"inner":[89],"covalently":[94],"bonded":[95],"pyruvate":[97],"molecule":[98],"1.6\u20131.7":[104],"\u00c5.":[105],"The":[106,147,197,215],"two":[107],"models":[108],"also":[109,195],"disagree":[110],"on":[111],"dissociation":[113,135],"pathway":[114],"pyruvic":[116],"acid,":[117],"calculations":[121,201],"predicting":[122],"formation":[123],"acetyl":[125],"HOCO":[127],"radicals":[128],"while":[129],"method":[133],"predicts":[134],"into":[136],"methylhydroxycarbene":[137,152],"dioxide":[140,155,228],"following":[141],"initial":[143],"intramolecular":[144],"proton":[145],"transfer.":[146],"weakly":[148],"bound":[149],"complexes":[150],"detail":[161],"MP2":[167],"methods":[168],"conjunction":[170],"6\u2010311G**":[172],"basis":[173,213],"sets,":[174],"obtaining":[175],"equilibrium":[176],"geometries":[177],"vibrational":[179],"frequencies.":[180],"In":[181],"addition,":[182],"lactone\u2010type":[184],"isomer":[185],"which":[189],"contains":[190],"C\uf8ffC\uf8ffO":[192],"ring,":[193],"was":[194],"studied.":[196],"conclusions":[198],"these":[200],"are":[202],"consistent":[203],"those":[205],"from":[206],"earlier":[207],"work":[208],"smaller":[211],"3\u201021G":[212],"set.":[214],"most":[216],"stable":[217],"is":[219,232],"predicted":[220],"occur":[222],"between":[223],"\u2010methylhydroxycarbene":[225],"where":[229],"substantial":[230],"stabilization":[231],"provided":[233],"\u20db":[237],"OC":[238],"hydrogen":[239],"bond.":[240],"\u00a9":[241],"1993":[242],"John":[243],"Wiley":[244],"&amp;":[245],"Sons,":[246],"Inc.":[247]},"counts_by_year":[{"year":2022,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2015,"cited_by_count":1}],"updated_date":"2025-11-06T03:46:38.306776","created_date":"2025-10-10T00:00:00"}
