Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

to related objects

Abstract: Herein we report the biocatalytic synthesis of substituted pyrazines and pyrroles using a transaminase (ATA) to mediate the key amination step of the ketone precursors. Treatment of α‐diketones with ATA‐113 in the presence of a suitable amine donor yielded the corresponding α‐amino ketones which underwent oxidative dimerization to the pyrazines. Selective amination of α‐diketones in the presence of β‐keto esters afforded substituted pyrroles in a biocatalytic equivalent of the classical Knorr pyrrole synthesis. Finally we have shown that pyrroles can be prepared by internal amine transfer catalyzed by a transaminase in which no external amine donor is required.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles ; volume:57 ; number:51 ; year:2018 ; pages:16760-16763 ; extent:4
Angewandte Chemie / International edition. International edition ; 57, Heft 51 (2018), 16760-16763 (gesamt 4)

Creator: Xu, Jin
Green, Anthony P.
Turner, Nicholas J.

DOI: 10.1002/anie.201810555

URN: urn:nbn:de:101:1-2022090305431355346712

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:26 AM CEST

Data provider

This object is provided by:
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.

Show original at data provider

Associated

Xu, Jin
Green, Anthony P.
Turner, Nicholas J.

Other Objects (12)

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo-enzymatic cascade reactions

Chemo-enzymatic cascade reactions

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo-enzymatic cascade reactions

Chemo-enzymatic cascade reactions

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo‐Enzymatic Synthesis of Pyrazines and Pyrroles

Chemo-enzymatic cascade reactions

Chemo-enzymatic cascade reactions

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-enzymatic total synthesis of the spirosorbicillinols

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

Chemo-Enzymatic Total Synthesis of Sorbicillinoid Natural Products

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

SBMLKinetics: a tool for annotation-independent classification of reaction kinetics for SBML models

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Chemo‐Enzymatic Synthesis of Mixed Docosahexaenoic Acid Phosphatidylcholine Conjugates

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Coupled chemo(enzymatic) reactions in continuous flow

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-Enzymatic Synthesis of Enantiopure β-Blocker (S)-Metoprolol and Derivatives

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo-enzymatic synthesis and in vitro cytokine profiling of tailor-made oligofructosides

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Chemo‐Enzymatic Synthesis of Long‐Chain Oligosaccharides for Studying Xylan‐Modifying Enzymes

Cultural heritage institutions wishing to register will find more information here.

Fields marked * need to be filled in.

Username*

Please enter your username

Email*

Please enter your email address

Please do not fill this field

First name

Last name

Password*

Please enter your password

Confirm password*

Please enter the same password

I have read the terms of use and the privacy policy for the collection of personal data and accept them. *

This field is required.

I would like to subscribe to the newsletter of the Deutsche Digitale Bibliothek. See newsletter subscription info.

Account created

Your "My DDB" account has been successfully created. Before you can log in to your account, you must click the confirmation link in the message we just sent to the email address you provided.