An enantiocomplementary dirigent protein for the enantioselective, laccase-catalyzed oxidative coupling of phenols

Publication Type

Journal contribution (peer reviewed)

Authors

Pickel, B.; Constantin, M.-A.; Pfannstiel, J.; Conrad, J.; Beifuss, U., Schaller, A.

Year of publication

2010

Published in

Angewandte Chemie Internationale Edition

Band/Volume

49(1)/

DOI

10.1002/anie.200904622

Page (from - to)

202-204

(+)-, or (-)-pinoresinol: that is the question.
Which of the two enantiomeric lignans is formed during laccase-catalyzed phenol coupling of (E)-coniferyl alcohol depends on the Dirigent Protein: In presence of AtDIR6, the first Enantiocomplementary Dirigent Protein, (-)-pinoresinol is formed with an ee-value of 78%; FiDIR1 results in the preferential formation of (+)-pinoresinol, while only the racemate is found when Dirigent Proteins are absent