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Elimination Reactions of Esters in the Biosynthesis of Polyketides and Ribosomal Peptides
Author(s) -
Krawczyk Bartlomiej,
van Herwerden Eric F.,
Overkleeft Herman S.,
Süssmuth Roderich D.
Publication year - 2013
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.201304851
Subject(s) - biosynthesis , chemistry , acetylation , biochemistry , elimination reaction , stereochemistry , ribosomal rna , antibiotics , combinatorial chemistry , organic chemistry , enzyme , gene
Enoyl intermediates are normally obtained through β‐elimination of β‐hydroxy carbonyl compounds. The OH group is eliminated either directly or is first activated through phosphorylation. Alternative strategies have now been identified: Glutamination or acetylation of a β‐hydroxycarbonyl compound followed by β‐elimination of an ester was proven to be a key step in the biosynthesis of class I lantipeptide and tetronate antibiotics.