Directing Biosynthesis VI - Book of abstracts

Mechanistic studies of ureido bond formation by the NRPS involved in anabaenaopeptin biosynthesis Benjamin Philmus 1 , Thomas Hemscheidt 2 1 Oregon State University, USA, 2 University of Hawaii, USA The process leading to the formation of the ureido bond linking lysine and tyrosine/arginine, respectively, in the anabaenopeptins has been reconstituted in vitro. Trapping experiments suggest that an enzyme bound lysine a-carbamic acid is an intermediate. Labeling experiments with 18 O-bicarbonate suggest that a carbamic acid mixed anhydride is formed from the tyrosine/arginine thioester and subsequently rearranged to yield the ureido- dipeptide.

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