A Single‐Transaminase‐Catalyzed Biocatalytic Cascade for Efficient Asymmetric Synthesis of l‐Phosphinothricin. (28th September 2020)

• Record Type: Journal Article
• Authors: Cheng, Feng; Li, Ju‐Mou; Zhou, Shi‐Peng; Liu, Qi; Jin, Li‐Qun; Xue, Ya‐Ping; Zheng, Yu‐Guo
• Is Part Of: Chembiochem. Volume 22:Number 2(2021)
• Page Start: 345
• Page End: 348
• Publication Date: 2020-09-28
• Subjects: biocatalysis -- enzyme cascades -- L-phosphinothricin -- transaminase -- virtual screening; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1002/cbic.202000488
• Languages: English
• ISSNs: 1439-4227

Abstract

Abstract: A single‐transaminase‐catalyzed biocatalytic cascade was developed by employing the desired biocatalyst, ATA‐117‐Rd11, that showed high activity toward 2‐oxo‐4‐[(hydroxy)(methyl)phosphinoyl] butyric acid (PPO) and α‐ketoglutarate, and low activity against pyruvate. The cascade successfully promotes a highly asymmetric amination reaction for the synthesis of l ‐phosphinothricin (l ‐PPT) with high conversion (>95 %) and>99 % ee . In a scale‐up experiment, using 10 kg pre‐frozen E. coli cells harboring ATA‐117‐Rd11 as catalyst, 80 kg PPO was converted to ≈70 kg l ‐PPT after 24 hours with a high ee value (>99 %). Abstract : The herbicide phosphinothricin (PPT) is widely used, but current commercial PPT is a racemic mixture in which the inactive d ‐form is harmful to the environment. As nonenzymatic synthesis is complex and costly, we have developed a biocatalytic cascade for l ‐PPT catalyzed by a single transaminase that is high yielding (>90 %) within 24 hours and gives a high ee (>99 %).