{"id":"W4313561418","doi":"10.1039/d2ob02126a","title":"Diastereoselective synthesis of cyclic tetrapeptide pseudoxylallemycin A illuminates the impact of base during macrolactamization","year":2023,"lang":"en","type":"article","venue":"Organic & Biomolecular Chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":1,"is_retracted":false,"has_abstract":true,"ca_institutions":"","funders":"Division of Chemistry; National Institute of Allergy and Infectious Diseases; National Institute of General Medical Sciences; University of British Columbia; Villanova University; National Science Foundation; National Institutes of Health; Center for Hierarchical Manufacturing, National Science Foundation","keywords":"Chemistry; Tetrapeptide; Natural product; Epimer; Diastereomer; Amide; Combinatorial chemistry; Cyclic peptide; Stereochemistry; Reagent; Racemization; Peptide; Yield (engineering); Organic chemistry","routes":{"ca_aff":false,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":true},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001545753,0.0003102761,0.0001458488,0.0001624767,0.0001287147,0.0001431225,0.0001797887,0.0002591269,0.0007741448],"category_scores_gemma":[0.0001636314,0.0001050493,0.0001413003,0.000193189,0.0001406329,0.000253452,0.0002118965,0.0004152756,0.0003820505],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001482808,"about_ca_system_score_gemma":0.0002619854,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002997386,"about_ca_topic_score_gemma":0.0005514501,"domain_scores_codex":[0.9999049,0.00001972062,0.0000108193,0.00002454221,0.00001856022,0.00002142111],"domain_scores_gemma":[0.9999,0.0000164042,0.00002900191,0.00001314704,0.00001452339,0.00002691448],"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":[0.00004142162,0.00002166143,0.00008798165,0.00005501054,0.000003621687,0.0001349759,0.00004118316,0.000258495,0.9957932,0.0002982299,0.00004862456,0.003215465],"study_design_scores_gemma":[0.00001417891,0.0003195766,0.0005623046,0.000008097644,0.000006819889,0.0002204053,0.00001866579,0.001069437,0.994885,0.0001146199,0.002770021,0.00001063453],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9787757,0.0014756,0.01419345,0.000134425,0.00003531063,0.00010358,0.0004503804,0.0001497159,0.004681782],"genre_scores_gemma":[0.9818115,0.001361218,0.01501145,0.00006507248,0.0000122999,0.00005924912,0.0003101233,0.00004297282,0.001326057],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.0007741448,"threshold_uncertainty_score":0.002589762,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.004011056183577783,"score_gpt":0.2276055435872854,"score_spread":0.2235944874037076,"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."}}