Identification of a novel ene reductase from Pichia angusta with potential application in (R)-levodione production

Abstract

Asymmetric reduction of electronically activated alkenes by ene reductases (ERs) is an attractive approach for the production of enantiopure chiral products.

Applications of Ene-Reductases in the Synthesis of Flavors and Fragrances

“…Zhang), 78 SYE-4 (from Shewanella oneidensis), 79 XenA (from Pseudomonas putida ATCC 17453), 80 XenB (from Pseudomonas putida ATCC 17453), 80 NemA (from Pseudomonas putida ATCC 17453), 80 YqiG, 36 OYE2p, 21 Ppo-Er1, 44 and PaER (from Pichia angusta). 42 The introduction of emerging technologies (such as headspace-solid phase microextraction, In situ substrate feeding and product removal and protein modification engineering) often brings new vitality to the biotransformation catalyzed by ERs. Solid-phase microextraction (SPME) is based on the use of fused silica fiber coated with stationary phase to absorb and enrich the analyte in the sample, which can concentrate the analyte while extracting.…”

“…PETNR from the anaerobic microorganism Enterobacter cloacae st. PB2 was first isolated via its ability to degrade a variety of high explosives such as trinitrotoluene (TNT), while most other ERs cannot . It also reduced citral ( E / Z = 65/35) to obtain ( S )-citronellal in moderate yield (56%) and ee value (87%). , Further, ( R )-citronellal can be prepared using KYE1 from Kluyveromyces lactis (68% conversion and 86% ee ), , PaER from Pichia angusta (>99% conversion and 25% ee ) and EBP1 from Candida albicans (34% conversion and 53% ee ) . On the contrary, ( S )-citronellal can be synthesized using Yers-ER from Yersinia bercovieri (96% conversion and >99% ee ), EnR from Gluconobacter oxidans (>99% conversion and >99% ee ), Ppo-Er1 from Paenibacillus polymyxa (29 ± 1.4% conversion and 94% ee ), NEMR from Escherichia coli (91% conversion and 66% ee ) and MorR from Pseudomonas putida (55% conversion and 41% ee ) .…”

“…So far, various new ERs have been identified to exhibit the ability to reduce carvone, including KYE 1, Yers-ER, Gox0502 (from Gluconobacter oxidans 621H), Gox2684 (from Gluconobacter oxidans 621H), Dbr2 (from Artemisia annua ), PETNR, , TOYE, LacER (from Lactobacillus casei str. Zhang), SYE-4 (from Shewanella oneidensis ), XenA (from Pseudomonas putida ATCC 17453), XenB (from Pseudomonas putida ATCC 17453), NemA (from Pseudomonas putida ATCC 17453), YqiG, OYE2p, Ppo-Er1, and PaER (from Pichia angusta ) …”

Chemo-enzymatic synthesis of chiral 3-substituted tetrahydroquinolines by a sequential biocatalytic cascade and Buchwald–Hartwig cyclization

“…Some EREDs have been successfully applied to the reduction of ( E )-2-methyl-3-phenylacrylaldehyde and derivatives, but with poor to high enantioselectivities (0–97% ee) due to the spontaneous chemical racemization of products in aqueous buffer. 12 IREDs and reductive aminases (a subclass family of IREDs) have been applied to catalyze the reduction of imines 13 and intermolecular reductive amination of carbonyl compounds with amines 14 to generate various chiral amines with different structural characteristics. Furthermore, IRED-catalyzed reductive amination for industrial application has been developed on a gram to kilogram scale.…”