{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/70395"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/70395","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Biosynthesis of Selected Antibiotics","abstract":"The biosynthetic pathway for the novel antibiotics nodusmicin (9) and nargenicin (10) was established as polyketide in origin. Three metabolites previously unreported from Nocardia argetinensis var. Huang (ATCC 31306) were isolated and identified as 18-O-acetylnodusmicin (13), and 18-O-acetylnargenicin (14).","abstract_html":"The biosynthetic pathway for the novel antibiotics nodusmicin (9) and nargenicin (10) was established as polyketide in origin. Three metabolites previously unreported from Nocardia argetinensis var. Huang (ATCC 31306) were isolated and identified as 18-O-acetylnodusmicin (13), and 18-O-acetylnargenicin (14).","abstract_has_math":false,"creators":["Snyder, William Chapin"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2014,"date_issued":"2014-12-15T23:19:09Z","date_published":"2014-12-15T23:19:09Z","updated_at":"2026-07-22T22:26:02Z","subjects":["Chemistry, Organic","Chemistry, Pharmaceutical"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI8803206"],"render_values":[{"text":"(UMI)AAI8803206","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/70395","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Snyder, William Chapin"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2014-12-15T23:19:09Z","10000-01-01","1987"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry, Organic","Chemistry, Pharmaceutical"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/70395","(UMI)AAI8803206"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["The biosynthetic pathway for the novel antibiotics nodusmicin (9) and nargenicin (10) was established as polyketide in origin. Three metabolites previously unreported from Nocardia argetinensis var. Huang (ATCC 31306) were isolated and identified as 18-O-acetylnodusmicin (13), and 18-O-acetylnargenicin (14).","In biosynthetic studies of the paulomycins (15, 16), a novel hydrazine, 1-succinyl-1,2-diazacycloheptane (18), was isolated. The paulomycins were found to be biosynthetically formed from a amino-acid side chain esterified to a pyruvate-derived C2 unit. This C2-unit is attached to one of two glucose-derived tetrahydropyran units, one of which contains a methoxy group derived from methionine. The isothiocyanate containing ester side chain is derived from acetate. Precursors for the hydrated quinone were not found.","In biosynthetic studies of geldanamycin (19), an idiotroph of 3-amino-5-hydroxybenzoic acid was prepared in addition to a mutant with improved production capabilities for geldanamycin. From this mutant, geldanamycin hydroquinone, azalomycin B(20), nigericin (21), guanidylfungin A (22), and abierixin (23) were isolated.","In studies with an idiotroph of a novobiocin producing organism, 3-(4-hydroxy-3-isopentenylbenzamido)-4,7-dihydroxyquinolin-2-one and 3-(4-acetoxy-3-isopentenylbenzamido)-4,7-dihydroxythiocoumarin were fed in mutasynthetic experiments. Neither the nitrogen nor the sulfur analogue of the coumarin ring was incorporated although the sulfur-containing analogue was deacetylated.","Made available in DSpace on 2014-12-15T23:19:09Z (GMT). No. of bitstreams: 1 8803206.pdf: 4036057 bytes, checksum: ab32a9f15b160956b8984264d13b99ad (MD5) Previous issue date: 1987","Embargo set by: Seth Robbins for item 70561 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","164 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1987."]},{"key":"dc:title","label":"Title","values":["Biosynthesis of Selected Antibiotics"]}]}],"canonical_facts":{"dc:creator":["Snyder, William Chapin"],"dc:date":["2014-12-15T23:19:09Z","10000-01-01","1987"],"dc:description":["The biosynthetic pathway for the novel antibiotics nodusmicin (9) and nargenicin (10) was established as polyketide in origin. Three metabolites previously unreported from Nocardia argetinensis var. Huang (ATCC 31306) were isolated and identified as 18-O-acetylnodusmicin (13), and 18-O-acetylnargenicin (14).","In biosynthetic studies of the paulomycins (15, 16), a novel hydrazine, 1-succinyl-1,2-diazacycloheptane (18), was isolated. The paulomycins were found to be biosynthetically formed from a amino-acid side chain esterified to a pyruvate-derived C2 unit. This C2-unit is attached to one of two glucose-derived tetrahydropyran units, one of which contains a methoxy group derived from methionine. The isothiocyanate containing ester side chain is derived from acetate. Precursors for the hydrated quinone were not found.","In biosynthetic studies of geldanamycin (19), an idiotroph of 3-amino-5-hydroxybenzoic acid was prepared in addition to a mutant with improved production capabilities for geldanamycin. From this mutant, geldanamycin hydroquinone, azalomycin B(20), nigericin (21), guanidylfungin A (22), and abierixin (23) were isolated.","In studies with an idiotroph of a novobiocin producing organism, 3-(4-hydroxy-3-isopentenylbenzamido)-4,7-dihydroxyquinolin-2-one and 3-(4-acetoxy-3-isopentenylbenzamido)-4,7-dihydroxythiocoumarin were fed in mutasynthetic experiments. Neither the nitrogen nor the sulfur analogue of the coumarin ring was incorporated although the sulfur-containing analogue was deacetylated.","Made available in DSpace on 2014-12-15T23:19:09Z (GMT). No. of bitstreams: 1 8803206.pdf: 4036057 bytes, checksum: ab32a9f15b160956b8984264d13b99ad (MD5) Previous issue date: 1987","Embargo set by: Seth Robbins for item 70561 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","164 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1987."],"dc:identifier":["http://hdl.handle.net/2142/70395","(UMI)AAI8803206"],"dc:subject":["Chemistry, Organic","Chemistry, Pharmaceutical"],"dc:title":["Biosynthesis of Selected Antibiotics"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:26:02Z"}