Cargando…

Engineering Regioselectivity of a P450 Monooxygenase Enables the Synthesis of Ursodeoxycholic Acid via 7β‐Hydroxylation of Lithocholic Acid

We engineered the cytochrome P450 monooxygenase CYP107D1 (OleP) from Streptomyces antibioticus for the stereo‐ and regioselective 7β‐hydroxylation of lithocholic acid (LCA) to yield ursodeoxycholic acid (UDCA). OleP was previously shown to hydroxylate testosterone at the 7β‐position but LCA is exclu...

Descripción completa

Detalles Bibliográficos
Autores principales:	Grobe, Sascha, Badenhorst, Christoffel P. S., Bayer, Thomas, Hamnevik, Emil, Wu, Shuke, Grathwol, Christoph W., Link, Andreas, Koban, Sven, Brundiek, Henrike, Großjohann, Beatrice, Bornscheuer, Uwe T.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2020
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839452/ https://www.ncbi.nlm.nih.gov/pubmed/33085147 http://dx.doi.org/10.1002/anie.202012675

Ejemplares similares

Highly selective bile acid hydroxylation by the multifunctional bacterial P450 monooxygenase CYP107D1 (OleP)
por: Grobe, Sascha, et al.
Publicado: (2020)

Monooxygenase-catalyzed regioselective hydroxylation for the synthesis of hydroxyequols
por: Hashimoto, Takafumi, et al.
Publicado: (2019)

Directed Evolution of a Halide Methyltransferase Enables Biocatalytic Synthesis of Diverse SAM Analogs
por: Tang, Qingyun, et al.
Publicado: (2020)

The secondary bile acids, ursodeoxycholic acid and lithocholic acid, protect against intestinal inflammation by inhibition of epithelial apoptosis
por: Lajczak‐McGinley, Natalia K., et al.
Publicado: (2020)

Recent trends in biocatalysis
por: Yi, Dong, et al.
Publicado: (2021)

Alteration of Chain Length Selectivity of Candida antarctica Lipase A by Semi‐Rational Design for the Enrichment of Erucic and Gondoic Fatty Acids
por: Zorn, Katja, et al.
Publicado: (2018)

The Effect of Lithocholic Acid on the Gut-Liver Axis
por: Sheng, Wei, et al.
Publicado: (2022)

Lithocholic acid promotes skeletal muscle regeneration through the TGR5 receptor: Lithocholic acid promotes skeletal muscle regeneration
por: Sun, Lijuan, et al.
Publicado: (2023)

Lithocholic Acid Amides as Potent Vitamin D Receptor Agonists
por: Yoshihara, Ayana, et al.
Publicado: (2022)

Biological synthesis of ursodeoxycholic acid
por: Song, Peng, et al.
Publicado: (2023)

Mutagenesis and expression of methane monooxygenase to alter regioselectivity with aromatic substrates
por: Lock, Malcolm, et al.
Publicado: (2017)

Regioselectivity of oxidation by a polysaccharide monooxygenase from Chaetomium thermophilum
por: Chen, Chen, et al.
Publicado: (2018)

Synthesis of glycoconjugates utilizing the regioselectivity of a lytic polysaccharide monooxygenase
por: Westereng, Bjørge, et al.
Publicado: (2020)

Lithocholic Acid Is an Eph-ephrin Ligand Interfering with Eph-kinase Activation
por: Giorgio, Carmine, et al.
Publicado: (2011)

Evolutionary and Functional Diversification of the Vitamin D Receptor-Lithocholic Acid Partnership
por: Kollitz, Erin M., et al.
Publicado: (2016)

Facially amphiphilic polyionene biocidal polymers derived from lithocholic acid
por: Ganewatta, Mitra S., et al.
Publicado: (2018)

Effect of Ursodeoxycholic Acid Alone and Ursodeoxycholic Acid Plus Domperidone on Radiolucent Gallstones and Gallbladder Contractility in Humans
por: Tuncer, Ilyas, et al.
Publicado: (2012)

Biosensor and chemo-enzymatic one-pot cascade applications to detect and transform PET-derived terephthalic acid in living cells
por: Bayer, Thomas, et al.
Publicado: (2022)

From Natural Methylation to Versatile Alkylations Using Halide Methyltransferases
por: Tang, Qingyun, et al.
Publicado: (2021)

The Conservative Management of Choledocholithiasis With Ursodeoxycholic Acid
por: Oluboyede, Daniel O, et al.
Publicado: (2023)

Molecular Mechanisms of Ursodeoxycholic Acid Toxicity & Side Effects: Ursodeoxycholic Acid Freezes Regeneration & Induces Hibernation Mode
por: Kotb, Magd A.
Publicado: (2012)

Mechanisms Underlying the Anti-Aging and Anti-Tumor Effects of Lithocholic Bile Acid
por: Arlia-Ciommo, Anthony, et al.
Publicado: (2014)

Lithocholic Acid Is a Vitamin D Receptor Ligand That Acts Preferentially in the Ileum
por: Ishizawa, Michiyasu, et al.
Publicado: (2018)

The Apoptosis Effect on Liver Cancer Cells of Gold Nanoparticles Modified with Lithocholic Acid
por: Zhao, Mei-Xia, et al.
Publicado: (2018)

Lithocholic Acid, a Metabolite of the Microbiome, Increases Oxidative Stress in Breast Cancer
por: Kovács, Patrik, et al.
Publicado: (2019)

Possible Role of Bent Structure of Methylated Lithocholic Acid on Artificial and Plasma Membranes
por: Iwasaki, Tomoyuki, et al.
Publicado: (2022)

Regioselective Protection of the 4-Hydroxyl of 3,4-Dihydroxy-benzaldehyde
por: Plourde, Guy L., et al.
Publicado: (2002)

Taming the Reactivity of Monoterpene Synthases To Guide Regioselective Product Hydroxylation
por: Leferink, Nicole G. H., et al.
Publicado: (2019)

The Role of Gut Microbiota-Derived Lithocholic Acid, Deoxycholic Acid and Their Derivatives on the Function and Differentiation of Immune Cells
por: Kiriyama, Yoshimitsu, et al.
Publicado: (2023)

Combination therapy of obeticholic acid and ursodeoxycholic acid in patients with primary biliary cholangitis who respond incompletely to ursodeoxycholic acid: a systematic review
por: Li, Xuan, et al.
Publicado: (2020)

Highly Regioselective and Stereoselective Hydroxylation of Free Amino Acids by a 2-Oxoglutarate-Dependent Dioxygenase from Kutzneria albida
por: Jing, Xiaoran, et al.
Publicado: (2019)

Ursodeoxycholic acid production by Gibberella zeae mutants
por: Kollerov, Vyacheslav, et al.
Publicado: (2022)

Effects of copper occupancy on the conformational landscape of peptidylglycine α-hydroxylating monooxygenase
por: Maheshwari, Sweta, et al.
Publicado: (2018)

Engineered Bacterial Flavin‐Dependent Monooxygenases for the Regiospecific Hydroxylation of Polycyclic Phenols
por: Herrmann, Susann, et al.
Publicado: (2022)

Topoisomerase inhibitors suppressed lithocholic acid-induced promotion of transformation in BALB/3T3.
por: Kaneko, M., et al.
Publicado: (1987)

Lithocholic Acid, a Putative Tumor Promoter, Inhibits Mammalian DNA Polymerase β
por: Ogawa, Akio, et al.
Publicado: (1998)

Preventive effect of artemisinin extract against cholestasis induced via lithocholic acid exposure
por: Alkhedaide, Adel Qlayel, et al.
Publicado: (2018)

Establishment of In Vitro and In Vivo Anticolorectal Cancer Efficacy of Lithocholic Acid-Based Imidazolium Salts
por: Sawicka, Diana, et al.
Publicado: (2022)

Bile acid quantification of 20 plasma metabolites identifies lithocholic acid as a putative biomarker in Alzheimer’s disease
por: Marksteiner, Josef, et al.
Publicado: (2017)

Regioselective C4 and C6 Double Oxidation of Cellulose by Lytic Polysaccharide Monooxygenases
por: Sun, Peicheng, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_dv49tg9bqjpkpleuqms8eoro83