4.4 Article

Catalytic promiscuity of halohydrin dehalogenase and its application in enantioselective epoxide ring opening

期刊

CHEMBIOCHEM
卷 9, 期 7, 页码 1048-1051

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbic.200700734

关键词

biocatalysis; enantioselectivity; epoxides; halohydrin dehalogenase; nucleophiles

向作者/读者索取更多资源

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.4
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Chemistry, Applied

Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution

Ana Mikleusevic, Zdenko Hamersak, Branka Salopek-Sondi, Lixia Tang, Dick B. Janssen, Maja Majeric Elenkov

ADVANCED SYNTHESIS & CATALYSIS (2015)

Article Chemistry, Inorganic & Nuclear

Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH

Ana Mikleusevic, Ines Primozic, Tomica Hrenar, Branka Salopek-Sondi, Lixia Tang, Maja Majeric Elenkov

TETRAHEDRON-ASYMMETRY (2016)

Article Chemistry, Physical

Conformational analysis of spiro-epoxides by principal component analysis of molecular dynamics trajectories

T. Hrenar, I. Primozic, D. Fijan, M. Majeric Elenkov

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2017)

Article Biochemistry & Molecular Biology

Plant-mediated stereoselective biotransformations in natural deep eutectic solvents

Manuela Panic, Maja Majeric Elenkov, Marin Roje, Marina Cvjetko Bubalo, Ivana Radojcic Redovnikovic

PROCESS BIOCHEMISTRY (2018)

Article Chemistry, Organic

Halohydrin dehalogenase-catalysed transformations of epifluorohydrin

Maja Majeric Elenkov, Mirjana Cicak, Ana Smolko, Anamarija Knezevic

TETRAHEDRON LETTERS (2018)

Article Chemistry, Physical

Biodegradation of 1,2,3-Trichloropropane to Valuable (S)-2,3-DCP Using a One-Pot Reaction System

Tadesse Fantaye Bogale, Ijaz Gul, Le Wang, Jiao Deng, Yong Chen, Maja Majeric-Elenkov, Lixia Tang

CATALYSTS (2020)

Review Chemistry, Applied

Halohydrin Dehalogenases and Their Potential in Industrial Application - A Viewpoint of Enzyme Reaction Engineering

Zvjezdana Findrik Blazevic, Nevena Milcic, Martina Sudar, Maja Majeric Elenkov

Summary: Halohydrin dehalogenases have great potential in synthesizing a wide range of compounds, enriching the chemist's toolbox and opening up possibilities for the synthesis of even more complex compounds. Further research is needed to explore the full applicative potential of these enzymes.

ADVANCED SYNTHESIS & CATALYSIS (2021)

Article Chemistry, Physical

Halohydrin dehalogenase-catalysed synthesis of fluorinated aromatic chiral building blocks

Irena Dokli, Nevena Milcic, Petra Marin, Marina Svetec Miklenic, Martina Sudar, Lixia Tang, Zvjezdana Findrik Blazevic, Maja Majeric Elenkov

Summary: The kinetic resolution of a series of fluorinated styrene oxide derivatives using halohydrin dehalogenase was studied. A mutant HheC-W249P showed excellent enantioselectivity in catalyzing nucleophilic ring-opening reactions with azide and cyanide ions, yielding various enantiopure beta-substituted alcohols and epoxides. The enzyme demonstrated tolerance to substrates at concentrations over 50 mM, but different side reactions were observed at elevated concentrations and prolonged reaction times. Bio-catalytic azidolysis and cyanolysis of racemic 4-trifluoromethylstyrene oxide on a preparative scale resulted in the production of specific enantiomers with high yields and enantiomeric excesses.

CATALYSIS COMMUNICATIONS (2021)

Article Chemistry, Applied

Expanding the Scope of Enantioselective Halohydrin Dehalogenases - Group B

Emina Mehic, Lucija Hok, Qian Wang, Irena Dokli, Marina Svetec Miklenic, Zvjezdana Findrik Blazevic, Lixia Tang, Robert Vianello, Maja Majeric Elenkov

Summary: This study found that B-group halohydrin dehalogenases (HHDHs) exhibit remarkable activity and enantioselectivity, making them a preferred catalyst for the synthesis of bulky tertiary alcohols.

ADVANCED SYNTHESIS & CATALYSIS (2022)

Article Chemistry, Multidisciplinary

Inhibitory Effect of DMSO on Halohydrin Dehalogenase: Experimental and Computational Insights into the Influence of an Organic Co-solvent on the Structural and Catalytic Properties of a Biocatalyst

Nevena Milcic, Visnja Stepanic, Ivo Crnolatac, Zvjezdana Findrik Blazevic, Zlatko Brkljaca, Maja Majeric Elenkov

Summary: This study investigated the interaction of the homotetrameric enzyme halohydrin dehalogenase (HHDH) with DMSO/water solvent mixtures. It was found that DMSO acts as a mixed-type inhibitor, inhibiting the enzyme activity while maintaining its structural integrity at certain concentrations.

CHEMISTRY-A EUROPEAN JOURNAL (2022)

Editorial Material Chemistry, Multidisciplinary

Inhibitory Effect of DMSO on Halohydrin Dehalogenase: Experimental and Computational Insights into the Influence of an Organic Co-solvent on the Structural and Catalytic Properties of a Biocatalyst

Nevena Milcic, Visnja Stepanic, Ivo Crnolatac, Zvjezdana Findrik Blazevic, Zlatko Brkljaca, Maja Majeric Elenkov

CHEMISTRY-A EUROPEAN JOURNAL (2022)

Article Chemistry, Multidisciplinary

Halohydrin dehalogenase-catalysed synthesis of enantiopure fluorinated building blocks: bottlenecks found and explained by applying a reaction engineering approach

Nevena Milcic, Martina Sudar, Irena Dokli, Maja Majeric Elenkov, Zvjezdana Findrik Blazevic

Summary: This study explores the enantioselective azidolysis of fluorinated aromatic epoxides catalysed by halohydrin dehalogenases (HHDHs). A series of 11 fluorinated epoxides were evaluated as substrates from the perspective of hydrolytic stability and enzyme kinetics. Reaction engineering strategies were applied to overcome reaction bottlenecks and improve the biotransformation of fluorinated compounds.

REACTION CHEMISTRY & ENGINEERING (2023)

Article Biotechnology & Applied Microbiology

Impact of organic solvents on the catalytic performance of halohydrin dehalogenase

Nevena Milcic, Petra Svaco, Martina Sudar, Lixia Tang, Zvjezdana Findrik Blazevic, Maja Majeric Elenkov

Summary: This study evaluated the activity, stability, and enantioselectivity of Halohydrin dehalogenases (HHDHs) from Agrobacterium radiobacter AD1 in various aqueous-organic media. A correlation was found between the enzyme activity and the logP of the solvent, providing insights into the behavior of HHDHs in nonconventional media. The results open up new opportunities for future biocatalytic applications.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2023)

Article Chemistry, Organic

Biocatalytic approach to chiral fluoroaromatic scaffolds

Irena Dokli, Zlatko Brkljaca, Petra Svaco, Lixia Tang, Visnja Stepanic, Maja Majeric Elenkov

Summary: This study tested ten different fluorinated aromatic epoxides as potential substrates for halohydrin dehalogenase, showing the synthesis of enantioenriched fluorinated organic compounds in azidolysis reactions. By introducing mutations, the enantioselectivity of the enzyme towards substrates was successfully altered, expanding its application possibilities.

ORGANIC & BIOMOLECULAR CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Solution and solid state studies of hydrogen bonding in substituted oxazolidinones by spectroscopic and quantum chemical methods

Tomislav Jednacak, Maja Majeric Elenkov, Tomica Hrenar, Karlo Sovic, Jelena Parlov Vukovic, Predrag Novak

NEW JOURNAL OF CHEMISTRY (2020)

暂无数据