{"id":"fbf0d168-2bc6-54f9-80e8-e306b81a1b12","stable_key":"7edf94bb-95c8-5234-9161-9eb338bb9b36:boron-nadh-adduct-structure","predicate":"forms_complex_with","statement":"NADH formed a monoester boron adduct in the analyzed solutions, whereas the additional diester and diborate forms observed for NAD+ were not detected for NADH.","claim_class":"mechanistic","status":"source_derived_draft","evidence_grade":"ungraded","direction":"context_dependent","is_public":true,"mechanism_event_id":"a05fa9dc-4d8a-56c1-8ed1-8991b0ada710","mechanism_event_label":"Oxidized and reduced NAD do not necessarily make the same boron complexes.","subject":{"id":"9fbf2e03-16a9-5ca7-965c-0bfc07ca24da","slug":"nadh","display_name":"NADH","entity_type_key":"small_molecule"},"object":{"id":"a9e270d2-ee43-5d14-b7ab-240b8c2f3c62","slug":"borate-nadh-complex","display_name":"Boron complex with NADH","entity_type_key":"chemical_species"},"evidence_count":1,"mechanism_event":{"id":"a05fa9dc-4d8a-56c1-8ed1-8991b0ada710","stable_key":"7edf94bb-95c8-5234-9161-9eb338bb9b36:boron-nadh-adduct-structure-event","event_type":"biochemical_relationship","label":"Oxidized and reduced NAD do not necessarily make the same boron complexes.","description":"NADH formed a monoester boron adduct in the analyzed solutions, whereas the additional diester and diborate forms observed for NAD+ were not detected for NADH.","status":"provisional","compartment":null,"participants":[{"entity":{"id":"56db2f3c-f247-573f-bb7c-47cac02ea60f","slug":"boric-acid","display_name":"Boric acid / orthoboric acid / B(OH)3","entity_type_key":"small_molecule"},"role":"binding_partner","stoichiometry":null,"state_label":"","sequence_order":0,"notes":""},{"entity":{"id":"9fbf2e03-16a9-5ca7-965c-0bfc07ca24da","slug":"nadh","display_name":"NADH","entity_type_key":"small_molecule"},"role":"subject","stoichiometry":null,"state_label":"","sequence_order":1,"notes":""},{"entity":{"id":"a9e270d2-ee43-5d14-b7ab-240b8c2f3c62","slug":"borate-nadh-complex","display_name":"Boron complex with NADH","entity_type_key":"chemical_species"},"role":"target","stoichiometry":null,"state_label":"","sequence_order":2,"notes":""}]},"contexts":[{"dimension":"evidence_span","value_text":"{\"source_cache\": \"artifacts/boron-research/12827632.abstract.txt\", \"locator\": \"Exact primary indexed abstract; zero-based, end-exclusive Unicode character offsets\", \"file_sha256\": \"a7c91724a5710f61e1907669a1137b421e1e13117ae707e567bd16ca0eea9ed6\", \"start_char\": 0, \"end_char\": 1255, \"text_sha256\": \"a7c91724a5710f61e1907669a1137b421e1e13117ae707e567bd16ca0eea9ed6\"}","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"experimental_model","value_text":"Electrospray mass spectrometry and boron-11 NMR","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"exposure","value_text":"NAD+/NADH with boric acid or borate across pH conditions; complexes detected at 50 µM each at pH 7","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"limitations","value_text":"Chemical structure experiments do not establish cellular concentrations or physiological consequences.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"nutrient_topic","value_text":"Boron research collection; topical membership is not evidence of a direct dietary effect.","comparator":null,"unit":null,"notes":"","entity":{"slug":"boron","display_name":"Boron","entity_type_key":"nutrient_element"}},{"dimension":"organism","value_text":"Cell-free chemistry","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"plain_language","value_text":"Oxidized and reduced NAD do not necessarily make the same boron complexes.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"[boron-p12827632] Esterification of borate with NAD+ and NADH as studied by electrospray ionization mass spectrometry and 11B NMR spectroscopy. (2003). https://pubmed.ncbi.nlm.nih.gov/12827632/ DOI: 10.1002/jms.476","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"tissue_or_cell_type","value_text":"Purified nucleotide solutions","comparator":null,"unit":null,"notes":"","entity":null}],"evidence":[{"id":"e8c33aff-3858-5484-afe2-80809e613af8","evidence_kind":"source_excerpt","locator":"Lines 131-142","start_line":131,"end_line":142,"excerpt":"### boron-nadh-adduct-structure\nNADH formed a monoester boron adduct in the analyzed solutions, whereas the additional diester and diborate forms observed for NAD+ were not detected for NADH.\nCondition category: normal\nnutrient_topic: Boron research collection; topical membership is not evidence of a direct dietary effect.\nplain_language: Oxidized and reduced NAD do not necessarily make the same boron complexes.\norganism: Cell-free chemistry\ntissue_or_cell_type: Purified nucleotide solutions\nexperimental_model: Electrospray mass spectrometry and boron-11 NMR\nlimitations: Chemical structure experiments do not establish cellular concentrations or physiological consequences.\nexposure: NAD+/NADH with boric acid or borate across pH conditions; complexes detected at 50 µM each at pH 7\nevidence_span: {\"source_cache\": \"artifacts/boron-research/12827632.abstract.txt\", \"locator\": \"Exact primary indexed abstract; zero-based, end-exclusive Unicode character offsets\", \"file_sha256\": \"a7c91724a5710f61e1907669a1137b421e1e13117ae707e567bd16ca0eea9ed6\", \"start_char\": 0, \"end_char\": 1255, \"text_sha256\": \"a7c91724a5710f61e1907669a1137b421e1e13117ae707e567bd16ca0eea9ed6\"}\n[boron-p12827632] Esterification of borate with NAD+ and NADH as studied by electrospray ionization mass spectrometry and 11B NMR spectroscopy. 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