Cargando…

Deciphering and reprogramming the cyclization regioselectivity in bifurcation of indole alkaloid biosynthesis

The metabolism of monoterpene indole alkaloids (MIAs) is an outstanding example of how plants shape chemical diversity from a single precursor. Here we report the discovery of novel enzymes from the Alstonia scholaris tree, a cytochrome P450, an NADPH dependent oxidoreductase and a BAHD acyltransfer...

Descripción completa

Detalles Bibliográficos
Autores principales:	Wang, Zhuo, Xiao, Yiren, Wu, Song, Chen, Jianghua, Li, Ang, Tatsis, Evangelos C.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	The Royal Society of Chemistry 2022
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9628931/ https://www.ncbi.nlm.nih.gov/pubmed/36349266 http://dx.doi.org/10.1039/d2sc03612f

Ejemplares similares

Unprecedented Utilization of Pelargonidin and Indole for the Biosynthesis of Plant Indole Alkaloids
por: Warskulat, Anne‐Christin, et al.
Publicado: (2016)

Dual Catalytic Activity of a Cytochrome P450 Controls Bifurcation at a Metabolic Branch Point of Alkaloid Biosynthesis in Rauwolfia serpentina
por: Dang, Thu‐Thuy T., et al.
Publicado: (2017)

Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy
por: Itoh, Tomoki, et al.
Publicado: (2019)

Copper-catalysed regioselective sulfenylation of indoles with sodium sulfinates
por: Luo, Xiaojun, et al.
Publicado: (2018)

Ligand-free iridium-catalyzed regioselective C–H borylation of indoles
por: Pan, Zilong, et al.
Publicado: (2021)

Deciphering the decisive factors driving fate bifurcations in somatic cell reprogramming
por: Long, Chunshen, et al.
Publicado: (2023)

Regioselectivity of the S(E)Ar-based cyclizations and S(E)Ar-terminated annulations of 3,5-unsubstituted, 4-substituted indoles
por: Das, Jonali, et al.
Publicado: (2022)

Biosynthesis and regulation of terpenoid indole alkaloids in Catharanthus roseus
por: Zhu, Jianhua, et al.
Publicado: (2015)

Reprogramming Escherichia coli for the production of prenylated indole diketopiperazine alkaloids
por: Dubois, Pavlina, et al.
Publicado: (2019)

Regiocontrol in the oxidative Heck reaction of indole by ligand-enabled switch of the regioselectivity-determining step
por: Wang, Yu-Jie, et al.
Publicado: (2020)

Regioselective intramolecular cyclization of o-alkynyl arylamines with the in situ formation of ArXCl to construct poly-functionalized 3-selenylindoles
por: Yu, Minhui, et al.
Publicado: (2023)

Controllable access to trifluoromethyl-containing indoles and indolines: palladium-catalyzed regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides
por: Yang, Hefei, et al.
Publicado: (2022)

Synthesis of indole derivatives as prevalent moieties present in selected alkaloids
por: Heravi, Majid M., et al.
Publicado: (2021)

Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Brønsted acids
por: Wang, Guo-Peng, et al.
Publicado: (2017)

Direct photo-induced reductive Heck cyclization of indoles for the efficient preparation of polycyclic indolinyl compounds
por: Yu, Daohong, et al.
Publicado: (2021)

Recycling Upstream Redox Enzymes Expands the Regioselectivity of Cycloaddition in Pseudo-Aspidosperma Alkaloid Biosynthesis
por: Kamileen, Mohamed O., et al.
Publicado: (2022)

Biosynthesis of natural and halogenated plant monoterpene indole alkaloids in yeast
por: Bradley, Samuel A., et al.
Publicado: (2023)

Ruthenium(ii)-catalyzed regioselective direct C4- and C5-diamidation of indoles and mechanistic studies
por: Devkota, Shreedhar, et al.
Publicado: (2021)

Highly regioselective 6-exo-dig iodo/bromo cyclizations of functionalized 5-amino propargyl pyrimidinones: an efficient synthesis of functionalized pteridines
por: Naikoo, Rayees Ahmad, et al.
Publicado: (2023)

Author Correction: Reprogramming Escherichia coli for the production of prenylated indole diketopiperazine alkaloids
por: Dubois, Pavlina, et al.
Publicado: (2019)

Indole Alkaloids of the Stigonematales (Cyanophyta): Chemical Diversity, Biosynthesis and Biological Activity
por: Walton, Katherine, et al.
Publicado: (2016)

Binary stress induces an increase in indole alkaloid biosynthesis in Catharanthus roseus
por: Zhu, Wei, et al.
Publicado: (2015)

Reconstitution of monoterpene indole alkaloid biosynthesis in genome engineered Nicotiana benthamiana
por: Dudley, Quentin M., et al.
Publicado: (2022)

Chemical investigations into the biosynthesis of the gymnastatin and dankastatin alkaloids
por: Tong, Bingqi, et al.
Publicado: (2021)

Total synthesis of malagashanine: a chloroquine potentiating indole alkaloid with unusual stereochemistry
por: Kong, A., et al.
Publicado: (2017)

Green and efficient biosynthesis of indigo from indole by engineered myoglobins
por: Liu, Can, et al.
Publicado: (2018)

Analysis of alkaloids (indole alkaloids, isoquinoline alkaloids, tropane alkaloids)
por: Dey, Prasanta, et al.
Publicado: (2020)

Discovery of a Short‐Chain Dehydrogenase from Catharanthus roseus that Produces a New Monoterpene Indole Alkaloid
por: Stavrinides, Anna K., et al.
Publicado: (2018)

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions
por: Li, Zining, et al.
Publicado: (2015)

Marine Indole Alkaloids
por: Netz, Natalie, et al.
Publicado: (2015)

Non-canonical two-step biosynthesis of anti-oomycete indole alkaloids in Kickxellales
por: Rassbach, Johannes, et al.
Publicado: (2023)

Facile synthesis of 2-substituted benzo[b]furans and indoles by copper-catalyzed intramolecular cyclization of 2-alkynyl phenols and tosylanilines
por: Rong, Zhouting, et al.
Publicado: (2019)

Synthesis, Antimicrobial Activity, Structure-Activity Relationship, and Molecular Docking Studies of Indole Diketopiperazine Alkaloids
por: Jia, Bin, et al.
Publicado: (2019)

Melodinines Y(1)–Y(4), four monoterpene indole alkaloids from Melodinus henryi
por: Zhang, Fa-Lei, et al.
Publicado: (2020)

Biosynthesis of plant tetrahydroisoquinoline alkaloids through an imine reductase route
por: Yang, Lu, et al.
Publicado: (2019)

Development of Transcriptomic Resources for Interrogating the Biosynthesis of Monoterpene Indole Alkaloids in Medicinal Plant Species
por: Góngora-Castillo, Elsa, et al.
Publicado: (2012)

Molecular cloning and functional characterization of BcTSA in the biosynthesis of indole alkaloids in Baphicacanthus cusia
por: Guo, Zhiying, et al.
Publicado: (2023)

Electrooxidation enables highly regioselective dearomative annulation of indole and benzofuran derivatives
por: Liu, Kun, et al.
Publicado: (2020)

An NPF Transporter Exports a Central Monoterpene Indole Alkaloid Intermediate from the Vacuole
por: Payne, Richard M. E., et al.
Publicado: (2017)

Intramolecular Cyclization During Bromination of the Quinoline Alkaloid Haplophyllidine
por: Ubaidullaev, A. U., et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_pr1ccsltnj8nt4qqseqs03craq