{"id":"https://openalex.org/W1995044904","doi":"https://doi.org/10.1021/jf020341r","title":"Mousy Off-Flavor of Wine: Precursors and Biosynthesis of the Causative N-Heterocycles 2-Ethyltetrahydropyridine, 2-Acetyltetrahydropyridine, and 2-Acetyl-1-pyrroline by Lactobacillus hilgardii DSM 20176","display_name":"Mousy Off-Flavor of Wine: Precursors and Biosynthesis of the Causative N-Heterocycles 2-Ethyltetrahydropyridine, 2-Acetyltetrahydropyridine, and 2-Acetyl-1-pyrroline by Lactobacillus hilgardii DSM 20176","publication_year":2002,"publication_date":"2002-10-26","ids":{"openalex":"https://openalex.org/W1995044904","doi":"https://doi.org/10.1021/jf020341r","mag":"1995044904","pmid":"https://pubmed.ncbi.nlm.nih.gov/12428963"},"language":"en","primary_location":{"id":"doi:10.1021/jf020341r","doi":"https://doi.org/10.1021/jf020341r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jf020341r","pdf_url":null,"source":{"id":"https://openalex.org/S134644764","display_name":"Journal of Agricultural and Food Chemistry","issn_l":"0021-8561","issn":["0021-8561","1520-5118"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-3","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"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":"Journal of Agricultural and Food Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5055601339","display_name":"Peter J. Costello","orcid":"https://orcid.org/0000-0001-7802-8861","observed_orcids":["https://orcid.org/0000-0001-7802-8861"]},"institutions":[{"id":"https://openalex.org/I5681781","display_name":"The University of Adelaide","ror":"https://ror.org/00892tw58","country_code":"AU","type":"education","lineage":["https://openalex.org/I4405259444","https://openalex.org/I5681781"]},{"id":"https://openalex.org/I67479561","display_name":"Australian Wine Research Institute","ror":"https://ror.org/0569vjj73","country_code":"AU","type":"facility","lineage":["https://openalex.org/I67479561"]}],"countries":["AU"],"is_corresponding":true,"raw_author_name":"Peter J. Costello","raw_affiliation_strings":["The Australian Wine Research Institute, P.O. Box 197, Glen Osmond, SA, 5064, Australia, and The Department of Horticulture, Viticulture and Oenology, The University of Adelaide, PMB2, Glen Osmond, SA, 5064, Australia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"The Australian Wine Research Institute, P.O. Box 197, Glen Osmond, SA, 5064, Australia, and The Department of Horticulture, Viticulture and Oenology, The University of Adelaide, PMB2, Glen Osmond, SA, 5064, Australia","institution_ids":["https://openalex.org/I5681781","https://openalex.org/I67479561"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5064264745","display_name":"Paul A. Henschke","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I5681781","display_name":"The University of Adelaide","ror":"https://ror.org/00892tw58","country_code":"AU","type":"education","lineage":["https://openalex.org/I4405259444","https://openalex.org/I5681781"]},{"id":"https://openalex.org/I67479561","display_name":"Australian Wine Research Institute","ror":"https://ror.org/0569vjj73","country_code":"AU","type":"facility","lineage":["https://openalex.org/I67479561"]}],"countries":["AU"],"is_corresponding":false,"raw_author_name":"Paul A. Henschke","raw_affiliation_strings":["The Australian Wine Research Institute, P.O. Box 197, Glen Osmond, SA, 5064, Australia, and The Department of Horticulture, Viticulture and Oenology, The University of Adelaide, PMB2, Glen Osmond, SA, 5064, Australia"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"The Australian Wine Research Institute, P.O. Box 197, Glen Osmond, SA, 5064, Australia, and The Department of Horticulture, Viticulture and Oenology, The University of Adelaide, PMB2, Glen Osmond, SA, 5064, Australia","institution_ids":["https://openalex.org/I5681781","https://openalex.org/I67479561"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5055601339"],"corresponding_institution_ids":["https://openalex.org/I5681781","https://openalex.org/I67479561"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.9368,"has_fulltext":false,"cited_by_count":116,"citation_normalized_percentile":{"value":0.88880753,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"50","issue":"24","first_page":"7079","last_page":"7087"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10750","display_name":"Fermentation and Sensory Analysis","score":0.9937000274658203,"subfield":{"id":"https://openalex.org/subfields/1106","display_name":"Food Science"},"field":{"id":"https://openalex.org/fields/11","display_name":"Agricultural and Biological Sciences"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10750","display_name":"Fermentation and Sensory Analysis","score":0.9937000274658203,"subfield":{"id":"https://openalex.org/subfields/1106","display_name":"Food Science"},"field":{"id":"https://openalex.org/fields/11","display_name":"Agricultural and Biological Sciences"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T14150","display_name":"Biochemical and biochemical processes","score":0.002199999988079071,"subfield":{"id":"https://openalex.org/subfields/1305","display_name":"Biotechnology"},"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/T11924","display_name":"Polyamine Metabolism and Applications","score":0.00139999995008111,"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/2-acetyl-1-pyrroline","display_name":"2-acetyl-1-pyrroline","score":0.9419999718666077},{"id":"https://openalex.org/keywords/lactobacillus-hilgardii","display_name":"Lactobacillus hilgardii","score":0.9990000128746033},{"id":"https://openalex.org/keywords/heterofermentative-lactic-acid-bacteria","display_name":"heterofermentative lactic acid bacteria","score":0.8830000162124634},{"id":"https://openalex.org/keywords/acetaldehyde","display_name":"acetaldehyde","score":0.843999981880188},{"id":"https://openalex.org/keywords/iron-requirements","display_name":"iron requirements","score":0.4560000002384186},{"id":"https://openalex.org/keywords/fructose","display_name":"fructose","score":0.7009999752044678}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7465338706970215},{"id":"https://openalex.org/C2777595113","wikidata":"https://www.wikidata.org/wiki/Q61457","display_name":"Acetaldehyde","level":3,"score":0.6538902521133423},{"id":"https://openalex.org/C55952523","wikidata":"https://www.wikidata.org/wiki/Q3014419","display_name":"Wine","level":2,"score":0.5927844643592834},{"id":"https://openalex.org/C553450214","wikidata":"https://www.wikidata.org/wiki/Q851162","display_name":"Biosynthesis","level":3,"score":0.5288116931915283},{"id":"https://openalex.org/C2775920511","wikidata":"https://www.wikidata.org/wiki/Q161249","display_name":"Lactic acid","level":3,"score":0.5137022733688354},{"id":"https://openalex.org/C100544194","wikidata":"https://www.wikidata.org/wiki/Q41760","display_name":"Fermentation","level":2,"score":0.49459001421928406},{"id":"https://openalex.org/C2776970464","wikidata":"https://www.wikidata.org/wiki/Q122043","display_name":"Fructose","level":2,"score":0.4855615794658661},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.47866663336753845},{"id":"https://openalex.org/C2776016237","wikidata":"https://www.wikidata.org/wiki/Q178430","display_name":"Lysine","level":3,"score":0.4697442650794983},{"id":"https://openalex.org/C2776796294","wikidata":"https://www.wikidata.org/wiki/Q410198","display_name":"Ornithine","level":4,"score":0.4540652632713318},{"id":"https://openalex.org/C2780161600","wikidata":"https://www.wikidata.org/wiki/Q153","display_name":"Ethanol","level":2,"score":0.44709673523902893},{"id":"https://openalex.org/C78945660","wikidata":"https://www.wikidata.org/wiki/Q654005","display_name":"Malolactic fermentation","level":4,"score":0.42044737935066223},{"id":"https://openalex.org/C2780206646","wikidata":"https://www.wikidata.org/wiki/Q1061596","display_name":"Lactobacillus","level":3,"score":0.41397011280059814},{"id":"https://openalex.org/C523546767","wikidata":"https://www.wikidata.org/wiki/Q10876","display_name":"Bacteria","level":2,"score":0.4014659821987152},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3702659010887146},{"id":"https://openalex.org/C515207424","wikidata":"https://www.wikidata.org/wiki/Q8066","display_name":"Amino acid","level":2,"score":0.24649935960769653},{"id":"https://openalex.org/C31903555","wikidata":"https://www.wikidata.org/wiki/Q1637030","display_name":"Food science","level":1,"score":0.19552838802337646},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.16613182425498962},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.1061086356639862},{"id":"https://openalex.org/C2777468819","wikidata":"https://www.wikidata.org/wiki/Q173670","display_name":"Arginine","level":3,"score":0.09276798367500305},{"id":"https://openalex.org/C54355233","wikidata":"https://www.wikidata.org/wiki/Q7162","display_name":"Genetics","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D000079","descriptor_name":"Acetaldehyde","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D000079","descriptor_name":"Acetaldehyde","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D000215","descriptor_name":"Acylation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000431","descriptor_name":"Ethanol","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D000431","descriptor_name":"Ethanol","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D002413","descriptor_name":"Cations, Divalent","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D003903","descriptor_name":"Deuterium","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D005632","descriptor_name":"Fructose","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D005632","descriptor_name":"Fructose","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D006571","descriptor_name":"Heterocyclic Compounds","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D006571","descriptor_name":"Heterocyclic Compounds","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D006571","descriptor_name":"Heterocyclic Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007778","descriptor_name":"Lactobacillus","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D008239","descriptor_name":"Lysine","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D008239","descriptor_name":"Lysine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D008670","descriptor_name":"Metals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009952","descriptor_name":"Ornithine","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D009952","descriptor_name":"Ornithine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D011725","descriptor_name":"Pyridines","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D011725","descriptor_name":"Pyridines","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D011725","descriptor_name":"Pyridines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011758","descriptor_name":"Pyrroles","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":false},{"descriptor_ui":"D011758","descriptor_name":"Pyrroles","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D011758","descriptor_name":"Pyrroles","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013649","descriptor_name":"Taste","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D014920","descriptor_name":"Wine","qualifier_ui":"Q000032","qualifier_name":"analysis","is_major_topic":true}],"locations_count":3,"locations":[{"id":"doi:10.1021/jf020341r","doi":"https://doi.org/10.1021/jf020341r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jf020341r","pdf_url":null,"source":{"id":"https://openalex.org/S134644764","display_name":"Journal of Agricultural and Food Chemistry","issn_l":"0021-8561","issn":["0021-8561","1520-5118"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-3","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"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":"Journal of Agricultural and Food Chemistry","raw_type":"journal-article"},{"id":"pmid:12428963","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/12428963","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":"Journal of agricultural and food chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:digital.library.adelaide.edu.au:2440/13034","doi":null,"is_oa":false,"landing_page_url":"http://hdl.handle.net/2440/13034","pdf_url":null,"source":{"id":"https://openalex.org/S4306401835","display_name":"Adelaide Research & Scholarship (AR&S) (University of Adelaide)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I5681781","host_organization_name":"The University of Adelaide","host_organization_lineage":["https://openalex.org/I5681781"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Journal article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":24,"referenced_works":["https://openalex.org/W580158049","https://openalex.org/W1513397605","https://openalex.org/W1530357078","https://openalex.org/W1551325764","https://openalex.org/W1606553664","https://openalex.org/W1984726317","https://openalex.org/W1987773810","https://openalex.org/W1989756890","https://openalex.org/W1998286713","https://openalex.org/W2005360370","https://openalex.org/W2008778476","https://openalex.org/W2012459703","https://openalex.org/W2013413888","https://openalex.org/W2020861756","https://openalex.org/W2057652672","https://openalex.org/W2064436956","https://openalex.org/W2080036049","https://openalex.org/W2109452584","https://openalex.org/W2126108485","https://openalex.org/W2142649783","https://openalex.org/W2145601662","https://openalex.org/W2324024967","https://openalex.org/W3022252617","https://openalex.org/W4316656216"],"related_works":["https://openalex.org/W7030511408","https://openalex.org/W2064436956","https://openalex.org/W4316656216","https://openalex.org/W1969586960","https://openalex.org/W2002442851","https://openalex.org/W4377043106","https://openalex.org/W1945388659","https://openalex.org/W6998976210","https://openalex.org/W2069409789","https://openalex.org/W2076668894"],"abstract_inverted_index":{"The":[0,20,50,76],"N-heterocyclic":[1,180],"bases,":[2],"2-ethyltetrahydropyridine":[3],"(1),":[4],"2-acetyl-1-pyrroline":[5],"(2),":[6],"and":[7,64,80,92,103,114,128,130,143,159,179,188],"2-acetyltetrahydropyridine":[8],"(3)":[9],"are":[10],"associated":[11],"with":[12,42],"the":[13,26,54,83,99,110,122,134,155,169,176,184],"occurrence":[14],"of":[15,22,53,78,86,101,112,119,126,131,138,157,171,186],"mousy":[16],"off-flavor":[17],"in":[18,40],"wine.":[19],"biosynthesis":[21],"these":[23],"N-heterocycles":[24],"by":[25,37,72,161],"wine":[27],"lactic":[28,163],"acid":[29,164],"bacterium,":[30],"Lactobacillus":[31],"hilgardii":[32],"DSM":[33],"20176,":[34],"was":[35,69],"studied":[36],"high-cell-density":[38],"incubation":[39],"combination":[41],"a":[43,87],"minimal":[44],"chemically":[45],"defined":[46,55],"N-heterocycle":[47,56,67],"assay":[48,57],"medium.":[49],"key":[51],"components":[52],"medium":[58],"included":[59],"D-fructose,":[60],"ethanol,":[61,91],"L-lysine,":[62],"L-ornithine,":[63],"mineral":[65],"salts.":[66],"formation":[68,77,100,111,156],"quantitatively":[70],"determined":[71],"gas":[73],"chromatography-mass":[74],"spectrometry.":[75],"2":[79,102,116,127,158],"3":[81,105,113,160],"required":[82],"concomitant":[84],"availability":[85],"fermentable":[88],"carbohydrate":[89],"(D-fructose),":[90],"iron":[93],"(Fe(2+)).":[94],"In":[95],"addition,":[96],"L-ornithine":[97,187],"stimulated":[98,109],"repressed":[104,115],"formation,":[106],"whereas":[107],"L-lysine":[108],"formation.":[117],"Incorporation":[118],"d(6)-ethanol":[120],"into":[121,133],"acetyl":[123,135],"side":[124,136,149],"chain":[125,137,150],"3,":[129,139],"d(4)-acetaldehyde":[132],"confirmed":[140],"that":[141],"ethanol":[142],"acetaldehyde":[144],"could":[145],"serve":[146],"as":[147],"major":[148],"precursors.":[151],"A":[152],"pathway":[153,178],"for":[154],"heterofermentative":[162],"bacteria":[165],"is":[166],"proposed":[167],"involving":[168],"interaction":[170],"accumulated":[172],"C-2":[173],"intermediates":[174,181],"from":[175,183],"heterolactic":[177],"derived":[182],"metabolism":[185],"L-lysine.":[189]},"counts_by_year":[{"year":2026,"cited_by_count":5},{"year":2025,"cited_by_count":5},{"year":2024,"cited_by_count":5},{"year":2023,"cited_by_count":7},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":12},{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":6},{"year":2018,"cited_by_count":4},{"year":2017,"cited_by_count":6},{"year":2016,"cited_by_count":7},{"year":2015,"cited_by_count":6},{"year":2014,"cited_by_count":5},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":4}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}
