Catalytic fluorination of dichloromethylbenzene by HF in liquid phase. Preparation of fluorinated building blocks

Abstract Fluorine is a key element in the synthesis of molecules broadly used in medicine, agriculture and materials. Addition of fluorine to organic structures represents a unique strategy for tuning molecular properties, yet this atom is rarely found in Nature and approaches to integrate fluorometabolites into the biochemistry of living cells are scarce. In this work, synthetic gene circuits for organofluorine biosynthesis are implemented in the platform bacterium Pseudomonas putida. By harnessing fluoride-responsive riboswitches and the orthogonal T7 RNA polymerase, biochemical reactions needed for in vivo biofluorination are wired to the presence of fluoride (i.e. circumventing the need of feeding expensive additives). Biosynthesis of fluoronucleotides and fluorosugars in engineered P. putida is demonstrated with mineral fluoride both as only fluorine source (i.e. substrate of the pathway) and as inducer of the synthetic circuit. This approach expands the chemical landscape of cell factories by providing alternative biosynthetic strategies towards fluorinated building-blocks.

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Isocyanide‐Based Multicomponent Reactions: A Concise Approach to 2‐Amino‐3‐perfluoroalkylfurans Using Methyl Perfluoroalk‐2‐ynoates as Fluorinated Building Blocks

Asian Journal of Organic Chemistry ◽

10.1002/ajoc.201900010 ◽

2019 ◽

Vol 8 (5) ◽

pp. 710-715 ◽

Cited By ~ 2

Author(s):

Yedong Wang ◽

Lili Tao ◽

Jie Chen ◽

Weimin He ◽

Hongmei Deng ◽

...

Keyword(s):

Multicomponent Reactions ◽

Building Blocks ◽

Fluorinated Building Blocks

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Examples of Catalytic and Selective Routes for Fluorinated Building Blocks

Organic Process Research & Development ◽

10.1021/op500182w ◽

2014 ◽

Vol 18 (8) ◽

pp. 1067-1071 ◽

Cited By ~ 4

Author(s):

Sylvette Brunet

Keyword(s):

Building Blocks ◽

Fluorinated Building Blocks

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Active coacervate droplets as a model for membraneless organelles and protocells

Nature Communications ◽

10.1038/s41467-020-18815-9 ◽

2020 ◽

Vol 11 (1) ◽

Cited By ~ 3

Author(s):

Carsten Donau ◽

Fabian Späth ◽

Marilyne Sosson ◽

Brigitte A. K. Kriebisch ◽

Fabian Schnitter ◽

...

Keyword(s):

Liquid Phase ◽

Dynamic Behavior ◽

Stress Granules ◽

Building Blocks ◽

Reaction Cycle ◽

Dynamic Composition ◽

Rapid Exchange ◽

Active Liquid ◽

Functional Rna

Abstract Membraneless organelles like stress granules are active liquid-liquid phase-separated droplets that are involved in many intracellular processes. Their active and dynamic behavior is often regulated by ATP-dependent reactions. However, how exactly membraneless organelles control their dynamic composition remains poorly understood. Herein, we present a model for membraneless organelles based on RNA-containing active coacervate droplets regulated by a fuel-driven reaction cycle. These droplets emerge when fuel is present, but decay without. Moreover, we find these droplets can transiently up-concentrate functional RNA which remains in its active folded state inside the droplets. Finally, we show that in their pathway towards decay, these droplets break apart in multiple droplet fragments. Emergence, decay, rapid exchange of building blocks, and functionality are all hallmarks of membrane-less organelles, and we believe that our work could be powerful as a model to study such organelles.

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