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Direct Terminal Alkylamino‐Functionalization via Multistep Biocatalysis in One Recombinant Whole‐Cell Catalyst
Author(s) -
Schrewe Manfred,
Ladkau Nadine,
Bühler Bruno,
Schmid Andreas
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200958
Subject(s) - chemistry , biocatalysis , amination , catalysis , surface modification , organic chemistry , amine gas treating , combinatorial chemistry , octane , reductive amination , reaction mechanism
Direct and regiospecific amino‐functionalization of non‐activated carbon could be achieved using one recombinant microbial catalyst. The presented proof of concept shows that heterologous pathway engineering allowed the construction of a whole‐cell biocatalyst catalyzing the terminal amino‐functionalization of fatty acid methyl esters (e.g., dodecanoic acid methyl ester) and alkanes (e.g., octane). By coupling oxygenase and transaminase catalysis in vivo , both substrates are converted with absolute regiospecificity to the terminal amine via two sequential oxidation reactions followed by an amination step. Such demanding chemical three‐step reactions achieved with a single catalyst demonstrate the tremendous potential of whole‐cell biocatalysts for the production of industrially relevant building blocks.