Mathias Pickl
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View article: Merging Peptide and Enzyme Catalysis in a Single Protein Domain Bearing Two Separated Active Sites
Merging Peptide and Enzyme Catalysis in a Single Protein Domain Bearing Two Separated Active Sites Open
A single protein that catalyzes two different reactions at two distinct active sites within one structural domain may be beneficial for cascade reactions. We explored this approach by merging a tripeptide catalyst with an alcohol dehydroge…
View article: Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition
Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition Open
Enzymes and peptide catalysts consist of the same building blocks but require vastly different environments to operate best. Herein, we show that an enzyme and a peptide catalyst can work together in a single reaction vessel to catalyze a …
View article: Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition
Peptide and Enzyme Catalysts Work in Concert in Stereoselective Cascade Reactions—Oxidation followed by Conjugate Addition Open
Enzymes and peptide catalysts consist of the same building blocks but require vastly different environments to operate best. Herein, we show that an enzyme and a peptide catalyst can work together in a single reaction vessel to catalyze a …
View article: Biocatalytic Transamination of Aldolase‐Derived 3‐Hydroxy Ketones
Biocatalytic Transamination of Aldolase‐Derived 3‐Hydroxy Ketones Open
Although optical pure amino alcohols are in high demand due to their widespread applicability, they still remain challenging to synthesize, since commonly elaborated protection strategies are required. Here, a multi‐enzymatic methodology i…
View article: Chemoenzymatic Production of Enantiocomplementary 2‐Substituted 3‐Hydroxycarboxylic Acids from <scp>l</scp>‐α‐Amino Acids
Chemoenzymatic Production of Enantiocomplementary 2‐Substituted 3‐Hydroxycarboxylic Acids from <span>l</span>‐α‐Amino Acids Open
A two‐enzyme cascade reaction plus in situ oxidative decarboxylation for the transformation of readily available canonical and non‐canonical l ‐α‐amino acids into 2‐substituted 3‐hydroxycarboxylic acid derivatives is described. The biocata…
View article: Biocatalytic Enantioselective Oxidation of <i>Sec</i>‐Allylic Alcohols with Flavin‐Dependent Oxidases
Biocatalytic Enantioselective Oxidation of <i>Sec</i>‐Allylic Alcohols with Flavin‐Dependent Oxidases Open
The oxidation of allylic alcohols is challenging to perform in a chemo‐ as well as stereo‐selective fashion at the expense of molecular oxygen using conventional chemical protocols. Here, we report the identification of a library of flavin…
View article: Mechanistic Studies of Fatty Acid Activation by CYP152 Peroxygenases Reveal Unexpected Desaturase Activity
Mechanistic Studies of Fatty Acid Activation by CYP152 Peroxygenases Reveal Unexpected Desaturase Activity Open
The majority of cytochrome P450 enzymes (CYPs) predominantly operate as monooxygenases, but recently a class of P450 enzymes was discovered, that can act as peroxygenases (CYP152). These enzymes convert fatty acids through oxidative decarb…
View article: Biocatalytic methylation and demethylation via a shuttle catalysis concept involving corrinoid proteins
Biocatalytic methylation and demethylation via a shuttle catalysis concept involving corrinoid proteins Open
Synthetically established methods for methylation of phenols and demethylation of methyl phenyl ethers rely in general on hazardous reagents or/and harsh reaction conditions and are irreversible. Consequently, alternative regioselective me…
View article: Kinetic Resolution of<i>sec</i>‐Thiols by Enantioselective Oxidation with Rationally Engineered 5‐(Hydroxymethyl)furfural Oxidase
Kinetic Resolution of<i>sec</i>‐Thiols by Enantioselective Oxidation with Rationally Engineered 5‐(Hydroxymethyl)furfural Oxidase Open
Various flavoprotein oxidases were recently shown to oxidize primary thiols. Herein, this reactivity is extended to sec ‐thiols by using structure‐guided engineering of 5‐(hydroxymethyl)furfural oxidase (HMFO). The variants obtained were e…
View article: Rational Engineering of a Flavoprotein Oxidase for Improved Direct Oxidation of Alcohols to Carboxylic Acids
Rational Engineering of a Flavoprotein Oxidase for Improved Direct Oxidation of Alcohols to Carboxylic Acids Open
The oxidation of alcohols to the corresponding carbonyl or carboxyl compounds represents a convenient strategy for the selective introduction of electrophilic carbon centres into carbohydrate-based starting materials. The O2-dependent oxid…
View article: Biocatalytic Oxidative Cascade for the Conversion of Fatty Acids into α‐Ketoacids via Internal H<sub>2</sub>O<sub>2</sub> Recycling
Biocatalytic Oxidative Cascade for the Conversion of Fatty Acids into α‐Ketoacids via Internal H<sub>2</sub>O<sub>2</sub> Recycling Open
The functionalization of bio‐based chemicals is essential to allow valorization of natural carbon sources. An atom‐efficient biocatalytic oxidative cascade was developed for the conversion of saturated fatty acids to α‐ketoacids. Employmen…
View article: Improved biooxidation of Benzyl alcohols catalyzed by the flavoprotein (5-Hydroxymethyl)furfural oxidase in organic solvents
Improved biooxidation of Benzyl alcohols catalyzed by the flavoprotein (5-Hydroxymethyl)furfural oxidase in organic solvents Open
The biooxidation of benzylic alcohols catalyzed by (5-hydroxymethyl)furfural oxidase (HMFO) to the corresponding benzaldehydes or benzoic acids was investigated in the presence of various organic (co)solvents. Whereas the enzyme activity d…