A Single Residue Influences the Reaction Mechanism of Ammonia Lyases and Mutases | Zendy

Bartsch Sebastian | Zendy; Bornscheuer Uwe T. | Zendy

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A Single Residue Influences the Reaction Mechanism of Ammonia Lyases and Mutases

Author(s) -

Bartsch Sebastian,

Bornscheuer Uwe T.

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200900337

Subject(s) - residue (chemistry) , chemistry , ammonia , friedel–crafts reaction , reaction mechanism , stereochemistry , organic chemistry , catalysis

All ways lead to Rome? Computer modeling and kinetic measurements identified a distinct residue in Phe/Tyr ammonia lyases (PAL/TAL) which controls whether the Friedel–Crafts or an E 1 cB reaction mechanism takes place. Hence, Glu484 in pc PAL favors the Friedel–Crafts reaction (see picture, MIO=4‐methylidene imidazol‐5‐one) whereas an Asn in TAL gives an elimination reaction. These mechanistic investigations also reveal activity of a PAL mutant and a TAL towards an amino alcohol.

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