Addition of a polyhistidine tag alters the regioselectivity of carbonyl reductase S1 from Candida magnoliae

2017 ◽  
Vol 15 (48) ◽  
pp. 10256-10264 ◽  
Author(s):  
Julian Haas ◽  
Matthias Häckh ◽  
Viktor Justus ◽  
Michael Müller ◽  
Steffen Lüdeke
Keyword(s):  
Carbonyl Reductase ◽  
Selective Synthesis ◽  
Candida Magnoliae ◽  
His Tag

A recombinant carbonyl reductase shows different regioselectivity with a C-terminal His-tag compared to the N-tagged enzyme toward the same triketide substrate. Highly selective synthesis of reference triketides allowed solving this conundrum.

Stereoselective reduction of alkyl 3-oxobutanoate by carbonyl reductase from Candida magnoliae

2001 ◽  
Vol 12 (12) ◽  
pp. 1713-1718 ◽  
Author(s):  
Yoshihiko Yasohara ◽  
Noriyuki Kizaki ◽  
Junzo Hasegawa ◽  
Masaru Wada ◽  
Michihiko Kataoka ◽  
...  
Keyword(s):  
Carbonyl Reductase ◽  
Stereoselective Reduction ◽  
Candida Magnoliae

ChemInform Abstract: Stereoselective Reduction of Alkyl 3-Oxobutanoate by Carbonyl Reductase from Candida magnoliae.

ChemInform ◽  
2010 ◽  
Vol 32 (50) ◽  
pp. no-no
Author(s):  
Yoshihiko Yasohara ◽  
Noriyuki Kizaki ◽  
Junzo Hasegawa ◽  
Masaru Wada ◽  
Michihiko Kataoka ◽  
...  
Keyword(s):  
Carbonyl Reductase ◽  
Stereoselective Reduction ◽  
Candida Magnoliae

RetroBioCat: Computer-Aided Synthesis Planning for Biocatalytic Reactions and Cascades

2020 ◽  
Author(s):  
William Finnigan ◽  
Lorna J. Hepworth ◽  
Nicholas J. Turner ◽  
Sabine Flitsch
Keyword(s):  
Organic Chemistry ◽  
Computer Aided Design ◽  
Selective Synthesis ◽  
Test Set ◽  
Synthesis Design ◽  
Computer Aided ◽  
Synthesis Planning ◽  
Enzymatic Cascades ◽  
Target Molecules ◽  
Aided Design

As the enzyme toolbox for biocatalysis has expanded, so has the potential for the construction of powerful enzymatic cascades for efficient and selective synthesis of target molecules. Additionally, recent advances in computer-aided synthesis planning (CASP) are revolutionizing synthesis design in both synthetic biology and organic chemistry. However, the potential for biocatalysis is not well captured by tools currently available in either field. Here we present RetroBioCat, an intuitive and accessible tool for computer-aided design of biocatalytic cascades, freely available at retrobiocat.com. Our approach uses a set of expertly encoded reaction rules encompassing the enzyme toolbox for biocatalysis, and a system for identifying literature precedent for enzymes with the correct substrate specificity where this is available. Applying these rules for automated biocatalytic retrosynthesis, we show our tool to be capable of identifying promising biocatalytic pathways to target molecules, validated using a test-set of recent cascades described in the literature.

Enantioselective Synthesis of Azamerone

2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Selective Synthesis

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.

Enantioselective Synthesis of Azamerone

2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Selective Synthesis

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.

Construction and Functional Analysis of the Recombinant Bacteriocins Weissellicin-MBF from Weissella confusa MBF8-1

2020 ◽  
Vol 22 (1) ◽  
pp. 115-122
Author(s):  
Amarila Malik ◽  
Elita Yuliantie ◽  
Nisa Yulianti Suprahman ◽  
Theresa Linardi ◽  
Angelina Wening Widiyanti ◽  
...  
Keyword(s):  
Functional Analysis ◽  
Large Scale ◽  
Micrococcus Luteus ◽  
Affinity Column ◽  
Gene Expressions ◽  
His Tag ◽  
Recombinant Peptides ◽  
Weak Activity ◽  
Potential Alternative ◽  
Weissella Confusa

Background: Bacteriocins (Bac1, Bac2, and Bac3) from Weissella confusa MBF8-1, weissellicin- MBF, have been reported as potential alternative substances as well as complements to the existing antibiotics against many antimicrobial-resistant pathogens. Previously, the genes encoded in the large plasmid, pWcMBF8-1, and the spermicidal activity of their synthetic peptides, originally discovered Indonesia, have been studied. Three synthetic bacteriocins peptides of this weissellicin-MBF have been reported for their potential activities, i.e. antibacterial and spermicidal. Objective: The aim of this study was to construct the recombinant Bacteriocin (r-Bac) genes, as well as to investigate the gene expressions and their functional analysis. Method: Here, the recombinant Bacteriocin (r-Bac) genes were constructed and the recombinant peptides (r-Bac1, r-Bac2, and r-Bac3) in B. subtilis DB403 cells were produced on a large scale. After purification, using the His-tag affinity column, their potential bioactivities were measured as well as their antibacterial minimum inhibitory concentrations against Leuconostoc mesenteroides and Micrococcus luteus, were determined. Results: Pure His-tag-recombinant Bac1, Bac2, and Bac3 were obtained and they could inhibit the growth of L. mesenteroides and M. luteus. Conclusion: The recombinant bacteriocin could be obtained although with weak activity in inhibiting gram-positive bacterial growth.

Selective α,α-Dibromination of Arylethanones with Copper(II) Bromide

2019 ◽  
Vol 16 (9) ◽  
pp. 700-704
Author(s):  
Jitander K. Kapoor ◽  
Loveena Arora ◽  
Om Prakash
Keyword(s):  
Ethyl Acetate ◽  
Heterogeneous System ◽  
Side Chain ◽  
Selective Synthesis ◽  
Aromatic Ketones

Various arylethanones including electron-rich aromatic ketones such as o-hydroxyacetophenone and its p-isomer underwent selective side-chain α,α-dibromination using a heterogeneous system consisting of four molar equivalents of copper(II) bromide in chloroform-ethyl acetate under reflux. This study provides the cleanest method for the selective synthesis of several synthetically useful α,α-dibromoketones which are otherwise difficult to prepare.

Highly Selective Synthesis of Carboxamides via Transition Metal Catalysed Aminocarbonylation

2015 ◽  
Vol 2 (3) ◽  
pp. 319-338 ◽  
Author(s):  
Mercedesz Kiss ◽  
Attila Takacs ◽  
Laszlo Kollar
Keyword(s):  
Transition Metal ◽  
Selective Synthesis
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