Enantioselective Catabolism of the Two Enantiomers of the Phenoxyalkanoic Acid Herbicide Dichlorprop by <i>Sphingopyxis</i> sp. DBS4

Zhang, Long; Hang, Ping; Zhou, Xi-Yi; Qiao, Wenjing; Jiang, Jiandong

doi:10.1021/acs.jafc.0c01066

Cited by 16 publications

(2 citation statements)

References 54 publications

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“…A bacterial strain Sphingopyxis sp. DBS4 isolated from contaminated soil preferentially removed S -dichlorprop as compared to R -dichlorprop . Preferential dissipation of R -mandipropamid in soil was observed, which mainly relied on six bacterial genera ( Burkholderia, Paraburkholderia , Hyphomicrobium , Methylobacterium , Caballeronia , and Ralstonia ) in soil.…”

Section: Mechanism Of Enantioselective Dissipationmentioning

confidence: 98%

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Wang

Jiang

et al. 2023

J. Agric. Food Chem.

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Unreasonable application of pesticides may result in residues in the environment and foods. Chiral pesticides consist of two or more enantiomers, which may exhibit different behaviors. This Review intends to provide progress on the enantioselective residues of chiral pesticides in foods. Among the main chiral analytical methods, high performance liquid chromatography (HPLC) is the most frequently utilized. Most chiral pesticides are utilized as racemates; however, due to enantioselective dissipation, bioaccumulation, biodegradation, and chiral conversion, enantiospecific residues have been found in the environment and foods. Some chiral pesticides exhibit strong enantioselectivity, highlighting the importance of evaluation on an enantiomeric level. However, the occurrence characteristics of chiral pesticides in foods and specific enzymes or transport proteins involved in enantioselectivity needs to be further investigated. This Review could help the production of some chiral pesticides to single-enantiomer formulations, thereby reducing pesticide consumption as well as increasing food production and finally reducing human health risks.

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Section: Mechanism Of Enantioselective Dissipationmentioning

confidence: 98%

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Wang

Jiang

et al. 2023

J. Agric. Food Chem.

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“…Strain NS-102 T was isolated from contaminated soil, but, unfortunately, it could not degrade either enantiomer of dichlorprop. However, species isolated from the same soil sample and belonging to the genus of Sphingopyxis have been reported to be able to degrade both enantiomers of dichlorprop [51]. Other detailed phenotypic, biochemical and chemotaxonomic characteristics of strain NS-102 T are given in the species description.…”

Section: Physiology and Chemotaxonomymentioning

confidence: 99%

Agriterribacter soli sp. nov., isolated from herbicide-contaminated soil

Song

Mao

Liu

et al. 2022

International Journal of Systematic and Evolutionary Microbiology

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A Gram-stain-negative, non-spore-forming and rod-shaped bacterium, designated strain NS-102T, was isolated from herbicide-contaminated soil sampled in Nanjing, PR China, and its taxonomic status was investigated by a polyphasic approach. Cell growth of strain NS-102T occurred at 16–42 °C (optimum, 30 °C), at pH 5.0–8.0 (optimum, pH 6.0) and in the presence of 0–3.5 % (w/v) NaCl (optimum, without addition of NaCl). The 16S rRNA gene sequence of strain NS-102T shows high similarity to that of Agriterribacter humi YJ03T (96.9 % similarity), followed by Terrimonas terrae T16R-129T (93.8 %) and Terrimonas pekingensis QHT (93.6 %). Average nucleotide identity, average amino acid identity and digital DNA–DNA hybridization values between the draft genomes of strain NS-102T and A. humi YJ03T were 72.5, 69.4 and 18.6%, respectively. The only respiratory quinone was MK-7, and phosphatidylethanolamine and unidentified lipids were the major polar lipids. The major cellular fatty acids of strain NS-102T contained high amounts of iso-C15 : 0 (24.6 %), iso-C17 : 03-OH (24.1 %), iso-C15 : 0 G (16.6 %) and summed feature 3 (C16 : 1 ω6c and/or C16 : 1 ω7c) (15.6 %). The G+C content of the total DNA was determined to be 40.0 mol%. The morphological, physiological, chemotaxonomic and phylogenetic analyses clearly distinguished this strain from its closest phylogenetic neighbours. Thus, strain NS-102T represents a novel species of the genus Agriterribacter , for which the name Agriterribacter soli sp. nov. is proposed. The type strain is NS-102T (=CCTCC AB 2017249T=KCTC 62322T).

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Versatile Biocatalytic C(sp³)−H Oxyfunctionalization for the Site‐ Selective and Stereodivergent Synthesis of α‐ and β‐Hydroxy Acids

Mao,

Zhang,

et al. 2023

Angewandte Chemie

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C(sp 3 )À H oxyfunctionalization, the insertion of an O-atom into C(sp 3 )À H bonds, streamlines the synthesis of complex molecules from easily accessible precursors and represents one of the most challenging tasks in organic chemistry with regard to site and stereoselectivity. Biocatalytic C(sp 3 )À H oxyfunctionalization has the potential to overcome limitations inherent to small-molecule-mediated approaches by delivering catalyst-controlled selectivity. Through enzyme repurposing and activity profiling of natural variants, we have developed a subfamily of α-ketoglutarate-dependent iron dioxygenases that catalyze the site-and stereodivergent oxyfunctionalization of secondary and tertiary C(sp 3 )À H bonds, providing concise synthetic routes towards four types of 92 α-and β-hydroxy acids with high efficiency and selectivity. This method provides a biocatalytic approach for the production of valuable but synthetically challenging chiral hydroxy acid building blocks.

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Enantioselective Catabolism of the Two Enantiomers of the Phenoxyalkanoic Acid Herbicide Dichlorprop by Sphingopyxis sp. DBS4

Cited by 16 publications

References 54 publications

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Agriterribacter soli sp. nov., isolated from herbicide-contaminated soil

Versatile Biocatalytic C(sp³)−H Oxyfunctionalization for the Site‐ Selective and Stereodivergent Synthesis of α‐ and β‐Hydroxy Acids

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Enantioselective Catabolism of the Two Enantiomers of the Phenoxyalkanoic Acid Herbicide Dichlorprop by Sphingopyxis sp. DBS4

Cited by 16 publications

References 54 publications

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Enantioselective Behaviors of Chiral Pesticides and Enantiomeric Signatures in Foods and the Environment

Agriterribacter soli sp. nov., isolated from herbicide-contaminated soil

Versatile Biocatalytic C(sp3)−H Oxyfunctionalization for the Site‐ Selective and Stereodivergent Synthesis of α‐ and β‐Hydroxy Acids

Contact Info

Product

Resources

About

Versatile Biocatalytic C(sp³)−H Oxyfunctionalization for the Site‐ Selective and Stereodivergent Synthesis of α‐ and β‐Hydroxy Acids