{"id":"W4327912659","doi":"10.1002/anie.202301258","title":"Vinyl Halide‐Modified Unsaturated Cyclitols are Mechanism‐Based Glycosidase Inhibitors","year":2023,"lang":"en","type":"article","venue":"Angewandte Chemie International Edition","topic":"Carbohydrate Chemistry and Synthesis","field":"Chemistry","cited_by":3,"is_retracted":false,"has_abstract":true,"ca_institutions":"Canada's Michael Smith Genome Sciences Centre; University of British Columbia","funders":"Division of Cancer Epidemiology and Genetics, National Cancer Institute; Argonne National Laboratory; National Institute of General Medical Sciences; Natural Sciences and Engineering Research Council of Canada; Canadian Institutes of Health Research; Office of Science; National Cancer Institute; National Institutes of Health; U.S. Department of Energy","keywords":"Chemistry; Leaving group; Stereochemistry; Glycosidic bond; Glycoside hydrolase; Allylic rearrangement; Hydrolysis; Enzyme; Active site; Cyclitol; Ether; Ligand (biochemistry); Walden inversion; Halogen; Thiophosphate; Organic chemistry; Biochemistry; Catalysis","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001251858,0.0004331785,0.0001813289,0.0001673147,0.0001058692,0.0003570726,0.0003173596,0.0002585834,0.00104145],"category_scores_gemma":[0.0001064841,0.0001597172,0.0001641092,0.000157916,0.0002240204,0.0002183497,0.0001783511,0.0003587848,0.0003451734],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003981709,"about_ca_system_score_gemma":0.0001897983,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0007201555,"about_ca_topic_score_gemma":0.0009647962,"domain_scores_codex":[0.9999108,0.00001673139,0.00000507135,0.00001739955,0.00002239053,0.00002750974],"domain_scores_gemma":[0.9999548,0.00000674082,0.00001660591,0.000005165429,0.000004838991,0.00001183847],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0002518721,0.00003226294,0.0002221055,0.00008524766,0.0000139012,0.000135977,0.00002370726,0.0005936757,0.9893941,0.001019394,0.0001622788,0.008065339],"study_design_scores_gemma":[0.00003349993,0.0003841742,0.000490152,0.000004931866,0.00001310177,0.0002531805,0.00001021427,0.0005377496,0.9912914,0.00007711537,0.006895452,0.000009059792],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9694487,0.01065086,0.008555484,0.0001928492,0.0001101996,0.00009954337,0.0004336217,0.0005372869,0.009971425],"genre_scores_gemma":[0.988603,0.002987122,0.003016915,0.00005539729,0.00001681133,0.00003733534,0.0002663793,0.00002224313,0.004994767],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00104145,"threshold_uncertainty_score":0.003483951,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02221721275806701,"score_gpt":0.2544961490201862,"score_spread":0.2322789362621192,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}