Academic Journal

Discovery of an Unexpected 1,4-Oxazepine-Linked seco -Fluostatin Heterodimer by Inactivation of the Oxidoreductase-Encoding Gene flsP

التفاصيل البيبلوغرافية
العنوان: Discovery of an Unexpected 1,4-Oxazepine-Linked seco -Fluostatin Heterodimer by Inactivation of the Oxidoreductase-Encoding Gene flsP
المؤلفون: Chunshuai Huang (1490785), Chunfang Yang (1490788), Wenjun Zhang (685002), Liping Zhang (177396), Yiguang Zhu (340294), Changsheng Zhang (1450165)
سنة النشر: 2021
المجموعة: Smithsonian Institution: Digital Repository
مصطلحات موضوعية: Biochemistry, Genetics, Physiology, Immunology, Marine Biology, Space Science, Chemical Sciences not elsewhere classified, fluostatin T, biosynthetic considerations, mass spectrometry, isoxazolinone ring, X-ray diffraction analysis, Fluostatin W, Fluostatin Heterodimer, Oxidoreductase-Encoding Gene flsP F., fluostatin heterodimer difluostatin, flavin adenine dinucleotide-binding., seco, fluostatin skeleton, fluostatin-related derivatives
الوصف: Fluostatins belong to the atypical angucyclinone aromatic polyketides featuring a distinctive tetracyclic benzo­[ a ]­fluorene skeleton. To understand the formation of the heavily oxidized A-ring in fluostatins, a flavin adenine dinucleotide-binding oxidoreductase-encoding gene flsP was inactivated, leading to the production of an unprecedented 1,4-oxazepine-linked seco -fluostatin heterodimer difluostatin I ( 7 ) and five new fluostatin-related derivatives, fluostatins T–X ( 8 – 12 ). Their structures were elucidated by mass spectrometry, nuclear magnetic resonance, X-ray diffraction analysis, and biosynthetic considerations. Difluostatin I ( 7 ) represents the first example with an A-ring-cleaved 3′,4′- seco -fluostatin skeleton. The absolute configuration of fluostatin T ( 8 ) was determined by X-ray diffraction analysis. Fluostatin W ( 11 ) contains an uncommon isoxazolinone ring. These findings highlight the structural diversity of fluostatins.
نوع الوثيقة: article in journal/newspaper
اللغة: unknown
Relation: https://figshare.com/articles/journal_contribution/Discovery_of_an_Unexpected_1_4-Oxazepine-Linked_i_seco_i_-Fluostatin_Heterodimer_by_Inactivation_of_the_Oxidoreductase-Encoding_Gene_i_flsP_i_/15161374
DOI: 10.1021/acs.jnatprod.1c00461.s001
الاتاحة: https://doi.org/10.1021/acs.jnatprod.1c00461.s001
Rights: CC BY-NC 4.0
رقم الانضمام: edsbas.48E20006
قاعدة البيانات: BASE
الوصف
DOI:10.1021/acs.jnatprod.1c00461.s001