Inside Back Cover: Toluene Dioxygenase‐Catalysed Oxidation of Benzyl Azide to Benzonitrile: Mechanistic Insights for an Unprecedented Enzymatic Transformation (ChemBioChem 4/2016) | Zendy

Vila María Agustina | Zendy; Pazos Mariana | Zendy; Iglesias César | Zendy; Veiga Nicolás | Zendy; Seoane Gustavo | Zendy; Carrera Ignacio | Zendy

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Inside Back Cover: Toluene Dioxygenase‐Catalysed Oxidation of Benzyl Azide to Benzonitrile: Mechanistic Insights for an Unprecedented Enzymatic Transformation (ChemBioChem 4/2016)

Author(s) -

Vila María Agustina,

Pazos Mariana,

Iglesias César,

Veiga Nicolás,

Seoane Gustavo,

Carrera Ignacio

Publication year - 2016

Publication title -

chembiochem

Language(s) - English

Resource type - Reports

SCImago Journal Rank - 1.05

H-Index - 126

eISSN - 1439-7633

pISSN - 1439-4227

DOI - 10.1002/cbic.201600031

Subject(s) - benzonitrile , chemistry , dioxygenase , nitrile , toluene , oxime , nitrene , azide , nitrile hydratase , enzyme , catalysis , organic chemistry , combinatorial chemistry , photochemistry

The inside back cover picture shows the first enzymatic conversion of an alkyl azide to a nitrile catalysed by the toluene dioxygenase enzymatic complex. A plausible mechanism for this transformation and involves an initial benzylic monooxygenation followed by a nitrene‐mediated rearrangement to form an oxime that is further dehydrated to afford the nitrile. This is the first report to describe an oxime‐dehydration activity by a Rieske dioxygenase. More information can be found in the communication by I. Carrera et al. on page 291 in Issue 4, 2016 (DOI: 10.1002/cbic.201500653).

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