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A carbonate-forming Baeyer-Villiger monooxygenase
by
Dietrich, David
, Qiao, Kangjian
, Houk, K N
, Wang, Jingjing
, Vederas, John C
, Hu, Youcai
, Patel, Ashay
, Thuss, Justin A J
, Yin, Wen-Bing
, Xu, Wei
, Tang, Yi
in
631/1647/48
/ 631/45
/ 631/92/349
/ 631/92/60
/ 82/80
/ 82/83
/ Amino Acid Sequence
/ Aspergillus - chemistry
/ Aspergillus - enzymology
/ Aspergillus - genetics
/ Biochemical Engineering
/ Biochemistry
/ Bioorganic Chemistry
/ Biosynthesis
/ brief-communication
/ Carbonates
/ Carbonates - chemistry
/ Catalysis
/ Cell Biology
/ Chemistry
/ Chemistry/Food Science
/ Cytochalasins - chemistry
/ Fungal Proteins - chemistry
/ Fungal Proteins - genetics
/ Fungal Proteins - metabolism
/ Gene Expression Regulation, Fungal
/ Gene Knockout Techniques
/ Genetic Complementation Test
/ Ketones
/ Ketones - chemistry
/ Mixed Function Oxygenases - chemistry
/ Mixed Function Oxygenases - deficiency
/ Mixed Function Oxygenases - genetics
/ Oxidation-Reduction
/ Oxidative stress
2014
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A carbonate-forming Baeyer-Villiger monooxygenase
by
Dietrich, David
, Qiao, Kangjian
, Houk, K N
, Wang, Jingjing
, Vederas, John C
, Hu, Youcai
, Patel, Ashay
, Thuss, Justin A J
, Yin, Wen-Bing
, Xu, Wei
, Tang, Yi
in
631/1647/48
/ 631/45
/ 631/92/349
/ 631/92/60
/ 82/80
/ 82/83
/ Amino Acid Sequence
/ Aspergillus - chemistry
/ Aspergillus - enzymology
/ Aspergillus - genetics
/ Biochemical Engineering
/ Biochemistry
/ Bioorganic Chemistry
/ Biosynthesis
/ brief-communication
/ Carbonates
/ Carbonates - chemistry
/ Catalysis
/ Cell Biology
/ Chemistry
/ Chemistry/Food Science
/ Cytochalasins - chemistry
/ Fungal Proteins - chemistry
/ Fungal Proteins - genetics
/ Fungal Proteins - metabolism
/ Gene Expression Regulation, Fungal
/ Gene Knockout Techniques
/ Genetic Complementation Test
/ Ketones
/ Ketones - chemistry
/ Mixed Function Oxygenases - chemistry
/ Mixed Function Oxygenases - deficiency
/ Mixed Function Oxygenases - genetics
/ Oxidation-Reduction
/ Oxidative stress
2014
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A carbonate-forming Baeyer-Villiger monooxygenase
by
Dietrich, David
, Qiao, Kangjian
, Houk, K N
, Wang, Jingjing
, Vederas, John C
, Hu, Youcai
, Patel, Ashay
, Thuss, Justin A J
, Yin, Wen-Bing
, Xu, Wei
, Tang, Yi
in
631/1647/48
/ 631/45
/ 631/92/349
/ 631/92/60
/ 82/80
/ 82/83
/ Amino Acid Sequence
/ Aspergillus - chemistry
/ Aspergillus - enzymology
/ Aspergillus - genetics
/ Biochemical Engineering
/ Biochemistry
/ Bioorganic Chemistry
/ Biosynthesis
/ brief-communication
/ Carbonates
/ Carbonates - chemistry
/ Catalysis
/ Cell Biology
/ Chemistry
/ Chemistry/Food Science
/ Cytochalasins - chemistry
/ Fungal Proteins - chemistry
/ Fungal Proteins - genetics
/ Fungal Proteins - metabolism
/ Gene Expression Regulation, Fungal
/ Gene Knockout Techniques
/ Genetic Complementation Test
/ Ketones
/ Ketones - chemistry
/ Mixed Function Oxygenases - chemistry
/ Mixed Function Oxygenases - deficiency
/ Mixed Function Oxygenases - genetics
/ Oxidation-Reduction
/ Oxidative stress
2014
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Journal Article
A carbonate-forming Baeyer-Villiger monooxygenase
2014
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Overview
Carbonates exist in a few natural products, but their biosynthetic origins have been unclear. Genetic and biochemical characterization of a flavin-dependent monooxygenase from the cytochalasin cluster now demonstrates conversion of a ketone into a carbonate prior to other tailoring steps.
Despite the remarkable versatility displayed by flavin-dependent monooxygenases (FMOs) in natural product biosynthesis, one notably missing activity is the oxidative generation of carbonate functional groups. We describe a multifunctional Baeyer-Villiger monooxygenase, CcsB, which catalyzes the formation of an in-line carbonate in the macrocyclic portion of cytochalasin E. This study expands the repertoire of activities of FMOs and provides a possible synthetic strategy for transformation of ketones into carbonates.
Publisher
Nature Publishing Group US,Nature Publishing Group
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