{"id":"a52b1978-1825-5c7a-937e-99a32b17d417","stable_key":"e0ea2d6a-7429-5e9f-b774-41e5e3288da3:e-sig-delta-acid-lox","predicate":"inhibits","statement":"Delta-tocopherol-13′-carboxychromanol inhibited human recombinant 5-LOX with IC50 0.5–1 µM in a hydroperoxide-sensitive FOX assay; parent alpha-, gamma- and delta-tocopherols did not inhibit at 50 µM.","claim_class":"mechanistic","status":"source_derived_draft","evidence_grade":"ungraded","direction":"negative","is_public":true,"mechanism_event_id":"4b44eb86-727b-5d94-8064-bff341c69cd9","mechanism_event_label":"The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay.","subject":{"id":"692528ac-5680-5d1e-bf48-d8ffd17cb97e","slug":"delta-13-carboxychromanol","display_name":"Delta-tocopherol-13′-carboxychromanol","entity_type_key":"small_molecule"},"object":{"id":"c9794ec0-addc-51de-b505-3e54fcedc94d","slug":"alox5","display_name":"Arachidonate 5-lipoxygenase (ALOX5)","entity_type_key":"protein"},"evidence_count":1,"mechanism_event":{"id":"4b44eb86-727b-5d94-8064-bff341c69cd9","stable_key":"e0ea2d6a-7429-5e9f-b774-41e5e3288da3:e-sig-delta-acid-lox-event","event_type":"biochemical_relationship","label":"The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay.","description":"Delta-tocopherol-13′-carboxychromanol inhibited human recombinant 5-LOX with IC50 0.5–1 µM in a hydroperoxide-sensitive FOX assay; parent alpha-, gamma- and delta-tocopherols did not inhibit at 50 µM.","status":"provisional","compartment":null,"participants":[{"entity":{"id":"39f9446f-52a6-502d-b507-91137726f82c","slug":"arachidonic-acid","display_name":"AA","entity_type_key":"small_molecule"},"role":"enzyme substrate","stoichiometry":null,"state_label":"","sequence_order":0,"notes":""},{"entity":{"id":"692528ac-5680-5d1e-bf48-d8ffd17cb97e","slug":"delta-13-carboxychromanol","display_name":"Delta-tocopherol-13′-carboxychromanol","entity_type_key":"small_molecule"},"role":"subject","stoichiometry":null,"state_label":"","sequence_order":1,"notes":""},{"entity":{"id":"c9794ec0-addc-51de-b505-3e54fcedc94d","slug":"alox5","display_name":"Arachidonate 5-lipoxygenase (ALOX5)","entity_type_key":"protein"},"role":"target","stoichiometry":null,"state_label":"","sequence_order":2,"notes":""}]},"contexts":[{"dimension":"cross_nutrient","value_text":"false","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"experimental_model","value_text":"Human recombinant 5-LOX and FOX endpoint","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"exposure","value_text":"4 min preincubation; arachidonic acid 75 µM; FOX absorbance at 560 and 575 nm.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"limitations","value_text":"FOX reports oxidation products, not binding-site structure. Potency depends on assay conditions; later papers use other assays.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"nutrient_topic","value_text":"Vitamin E research collection; topical membership is not evidence of a direct dietary effect.","comparator":null,"unit":null,"notes":"","entity":{"slug":"vitamin-e","display_name":"Vitamin E","entity_type_key":"chemical_species"}},{"dimension":"organism","value_text":"Homo sapiens","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"plain_language","value_text":"The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"[jiang2011] Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. (2011). https://pubmed.ncbi.nlm.nih.gov/21169551/ DOI: 10.4049/jimmunol.1002342","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"tissue_or_cell_type","value_text":"Cell-free enzyme","comparator":null,"unit":null,"notes":"","entity":null}],"evidence":[{"id":"076f4096-a18f-5ce9-b66e-a40d1e48e82e","evidence_kind":"source_excerpt","locator":"Lines 920-931","start_line":920,"end_line":931,"excerpt":"### e-sig-delta-acid-lox\nDelta-tocopherol-13′-carboxychromanol inhibited human recombinant 5-LOX with IC50 0.5–1 µM in a hydroperoxide-sensitive FOX assay; parent alpha-, gamma- and delta-tocopherols did not inhibit at 50 µM.\nCondition category: normal\nnutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect.\nplain_language: The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay.\norganism: Homo sapiens\ntissue_or_cell_type: Cell-free enzyme\nexperimental_model: Human recombinant 5-LOX and FOX endpoint\nlimitations: FOX reports oxidation products, not binding-site structure. Potency depends on assay conditions; later papers use other assays.\nexposure: 4 min preincubation; arachidonic acid 75 µM; FOX absorbance at 560 and 575 nm.\ncross_nutrient: false\n[jiang2011] Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. (2011). https://pubmed.ncbi.nlm.nih.gov/21169551/ DOI: 10.4049/jimmunol.1002342","model_system":"Human recombinant 5-LOX and FOX endpoint","directness":"author_interpretation","verification_status":"source_derived_draft","notes":"Exact curation-document quotation, not publisher quotation. Study references: [jiang2011] Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. 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