Details

Autor(en) / Beteiligte

• Milzarek, Tobias M
• Einsiedler, Manuel
• Aldemir, Hülya
• D’Agostino, Paul M
• Evers, Julia K
• Hertrampf, Gesa
• Lamm, Katharina
• Malay, Mert
• Matura, Anke
• Müller, Jonas I
• Gulder, Tobias A. M

Titel

Bypassing Biocatalytic Substrate Limitations in Oxidative Dearomatization Reactions by Transient Substrate Mimicking

Ist Teil von

• Organic letters, 2019-06, Vol.21 (12), p.4520-4524

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Enzymatic oxidative dearomatization is an efficient way to generate chiral molecules from simple arenes. One example is the flavin-dependent monooxygenase SorbC involved in sorbicillinoid biosynthesis. However, SorbC requires a long-chain keto substituent at its phenolic substrate, thus preventing its application beyond the synthesis of natural sorbicillinoids or close structural analogues. This work describes an approach to broaden the accessible product spectrum of SorbC by employing an ester functionality mimicking the natural substrate structure during enzymatic oxidation.