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Enzymatic Oxidative Tandem Decarboxylation of Dioic Acids to Terminal Dienes

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논문

Enzymatic Oxidative Tandem Decarboxylation of Dioic Acids to Terminal Dienes

학술지

European journal of organic chemistry

저자명

Dennig, Alexander; Kurakin, Sara; Kuhn, Miriam; Dordic, Andela; Hall, Mé lanie; Faber, Kurt

초록

<P>The biocatalytic oxidative tandem decarboxylation of C<SUB>7</SUB>&ndash;C<SUB>18</SUB> dicarboxylic acids to terminal C<SUB>5</SUB>&ndash;C<SUB>16</SUB> dienes was catalyzed by the P450 monooxygenase OleT with conversions up to 29 % for 1,11&#8208;dodecadiene (0.49 g L<SUP>&ndash;1</SUP>). The sequential nature of the cascade was proven by the fact that decarboxylation of intermediate C<SUB>6</SUB>&ndash;C<SUB>11</SUB> &omega;&#8208;alkenoic acids and heptanedioic acid exclusively gave nonconjugated 1,4&#8208;pentadiene; scale&#8208;up allowed the isolation of 1,15&#8208;hexadecadiene and 1,11&#8208;dodecadiene; the system represents a short and green route to terminal dienes from renewable dicarboxylic acids.</P>

발행연도

2016

ISSN

1434-193x

ISSN

1099-0690

21

페이지

pp.3473-3477

주제어

Biocatalysis; Enzyme catalysis; Carboxylic acids; Decarboxylation; Dienes

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논문; 2016-06-27

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