{"id":"cc5f3584-fb13-54d2-812e-5178f9c1b01d","stable_key":"8600a864-6653-52c7-9718-1362c5af4577:gamma-nonalactone-yeast-r-selectivity","predicate":"preferentially_forms","statement":"The yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.","claim_class":"mechanistic","status":"source_derived_draft","evidence_grade":"ungraded","direction":"positive","is_public":true,"mechanism_event_id":"b8c785f1-96be-5c17-a684-0fd4b9443581","mechanism_event_label":"The yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.","subject":{"id":"54e49e1e-8efe-50bf-83b0-aa38ceb9493a","slug":"4-oxononanoic-acid","display_name":"4-Oxononanoic acid","entity_type_key":"small_molecule"},"object":{"id":"82042b3d-808a-5d87-b52b-c76694a2f139","slug":"r-gamma-nonalactone","display_name":"(R)-Gamma-nonalactone","entity_type_key":"small_molecule"},"evidence_count":1,"mechanism_event":{"id":"b8c785f1-96be-5c17-a684-0fd4b9443581","stable_key":"8600a864-6653-52c7-9718-1362c5af4577:gamma-nonalactone-yeast-r-selectivity-event","event_type":"observed_relationship","label":"The yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.","description":"The yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.","status":"provisional","compartment":null,"participants":[{"entity":{"id":"54e49e1e-8efe-50bf-83b0-aa38ceb9493a","slug":"4-oxononanoic-acid","display_name":"4-Oxononanoic acid","entity_type_key":"small_molecule"},"role":"subject","stoichiometry":null,"state_label":"","sequence_order":0,"notes":""},{"entity":{"id":"82042b3d-808a-5d87-b52b-c76694a2f139","slug":"r-gamma-nonalactone","display_name":"(R)-Gamma-nonalactone","entity_type_key":"small_molecule"},"role":"target","stoichiometry":null,"state_label":"","sequence_order":1,"notes":""},{"entity":{"id":"2b85fa4a-5c91-5de9-aead-a443bc4394af","slug":"gamma-nonalactone","display_name":"Gamma-nonalactone","entity_type_key":"small_molecule"},"role":"context_participant","stoichiometry":null,"state_label":"","sequence_order":2,"notes":""}]},"contexts":[{"dimension":"dose","value_text":"Labeled d6-4-oxononanoic acid; experimental spike concentration not given in abstract","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"duration","value_text":"Fermentation interval not specified in accessed abstract","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"evidence_access","value_text":"Primary PubMed abstract; unresolved method details explicitly retained.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"evidence_scope","value_text":"literature_reviewed; model-specific source-derived curation","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"experimental_model","value_text":"Saccharomyces cerevisiae alcoholic fermentation and grape/wine analyses","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"limitations","value_text":"Tracer evidence establishes precursor conversion in yeast; it does not establish a human pathway or identify individual reductase enzymes.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"nutrient_topic","value_text":"Gamma-nonalactone flavor-compound chapter; nutrient and drug interactions retain their experimental settings.","comparator":null,"unit":null,"notes":"","entity":{"slug":"gamma-nonalactone","display_name":"Gamma-nonalactone","entity_type_key":"small_molecule"}},{"dimension":"organism","value_text":"Saccharomyces cerevisiae alcoholic fermentation and grape/wine analyses","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"plain_language","value_text":"The yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"Aromatic Potential of Bordeaux Grape Cultivars: Identification and Assays on 4-Oxononanoic Acid, a γ-Nonalactone Precursor. (2020). https://pubmed.ncbi.nlm.nih.gov/32955257/ DOI: 10.1021/acs.jafc.0c04171","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"route","value_text":"Microbial precursor biotransformation","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"tissue","value_text":"Fermenting must","comparator":null,"unit":null,"notes":"","entity":null}],"evidence":[{"id":"096238b7-bcbd-5eed-b04c-dcb2dc9dbf34","evidence_kind":"source_excerpt","locator":"Lines 169-178","start_line":169,"end_line":178,"excerpt":"## gamma-nonalactone-yeast-r-selectivity\nThe yeast biotransformation of 4-oxononanoic acid favored the R gamma-nonalactone enantiomer.\nModel/species: Saccharomyces cerevisiae alcoholic fermentation and grape/wine analyses\nTissue: Fermenting must\nExposure: Labeled d6-4-oxononanoic acid; experimental spike concentration not given in abstract\nRoute: Microbial precursor biotransformation\nDuration: Fermentation interval not specified in accessed abstract\nLimits: Tracer evidence establishes precursor conversion in yeast; it does not establish a human pathway or identify individual reductase enzymes.\nPrimary reference: Aromatic Potential of Bordeaux Grape Cultivars: Identification and Assays on 4-Oxononanoic Acid, a γ-Nonalactone Precursor. (2020). https://pubmed.ncbi.nlm.nih.gov/32955257/ DOI: 10.1021/acs.jafc.0c04171\nAccess: Primary PubMed abstract; unresolved method details explicitly retained.","model_system":"Saccharomyces cerevisiae alcoholic fermentation and grape/wine analyses","directness":"reported_statement","verification_status":"source_derived_draft","notes":"Exact original curation span with primary citation; not a publisher quotation.","relationship":"supports","weight":1.0,"link_notes":"","source":{"id":"73777c54-95a4-5b07-9d14-d4dd31949fb1","stable_key":"import-8600a864-6653-52c7-9718-1362c5af4577","title":"Gamma-nonalactone: mechanisms, molecular forms and cross-actor connections (2026-09-20)","document_type":"imported_text","citation_label":"Original AI-assisted curation of eight primary studies. Study-specific citations, negative findings and limitations retained. 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