title: Priming of Azabicycle Biosynthesis in the Azinomycin Class of Antitumor Agents.
abstract: The biosynthesis of the azabicyclic ring system of the azinomycin family of antitumor agents represents the "crown jewel" of the pathway and is a complex process involving at least 14 enzymatic steps. This study reports on the first biosynthetic step, the inroads, in the construction of the novel aziridino [1,2-a]pyrrolidine, azabicyclic core, allowing us to support a new mechanism for azabicycle formation.
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Shogo
authors.initials: S
authors.lastname: Mori
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Keshav K
authors.initials: KK
authors.lastname: Nepal
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Gilbert T
authors.initials: GT
authors.lastname: Kelly
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Vasudha
authors.initials: V
authors.lastname: Sharma
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Dinesh
authors.initials: D
authors.lastname: Simkhada
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Vishruth
authors.initials: V
authors.lastname: Gowda
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Dioscar
authors.initials: D
authors.lastname: Delgado
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77843, United States.
authors.forename: Coran M H
authors.identifier: 0000-0003-1332-8155
authors.initials: CM
authors.lastname: Watanabe
mesh_terms: D000105:Acetyl Coenzyme A / Q000378:metabolism; D000107:Acetylation; D000445:Aldehyde Oxidoreductases / Q000235:genetics / Q000378:metabolism*; D051046:Amino-Acid N-Acetyltransferase / Q000235:genetics / Q000378:metabolism*; D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D018906:Antineoplastic Agents, Alkylating / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D053961:Azabicyclo Compounds / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D001426:Bacterial Proteins / Q000235:genetics / Q000378:metabolism*; D055162:Biocatalysis; D004151:Dipeptides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D015195:Drug Design; D055786:Gene Knockout Techniques; D018698:Glutamic Acid / Q000378:metabolism; D036341:Intercellular Signaling Peptides and Proteins; D015394:Molecular Structure; D009154:Mutation; D009281:Naphthalenes / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D010455:Peptides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D017851:Phosphotransferases (Carboxyl Group Acceptor) / Q000235:genetics / Q000378:metabolism*; D011759:Pyrrolidines / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D011994:Recombinant Proteins / Q000378:metabolism; D013302:Streptomyces / Q000201:enzymology / Q000378:metabolism; D013379:Substrate Specificity
chemical_list: D000903:Antibiotics, Antineoplastic; D018906:Antineoplastic Agents, Alkylating; D053961:Azabicyclo Compounds; D001426:Bacterial Proteins; D004151:Dipeptides; D036341:Intercellular Signaling Peptides and Proteins; D009281:Naphthalenes; D010455:Peptides; D011759:Pyrrolidines; D011994:Recombinant Proteins; C051055:azinomycin B; C051054:azinomycin A; D018698:Glutamic Acid; D000105:Acetyl Coenzyme A; D000445:Aldehyde Oxidoreductases; C018722:N-acetyl-gamma-glutamyl-phosphate reductase; D051046:Amino-Acid N-Acetyltransferase; D017851:Phosphotransferases (Carboxyl Group Acceptor); C018721:acetylglutamate kinase