BioChem - DOS

Biocatalytic Synthesis of Pikromycin, Methymycin, Neomethymycin, Novamethymycin, and Ketomethymycin

Journal of the American Chemical Society

Hansen, Douglas A.; Rath, Christopher M.; Eisman, Eli B.; Narayan, Alison R. H.; Kittendorf, Jeffrey D.; Mortison, Jonathan D.; Yoon, Yeo Joon; Sherman, David H.

<P>A biocatalytic platform that employs the final two monomodular type I polyketide synthases of the pikromycin pathway in vitro followed by direct appendage of <SMALL>d</SMALL>-desosamine and final C&ndash;H oxidation(s) in vivo was developed and applied toward the synthesis of a suite of 12- and 14-membered ring macrolide natural products. This methodology delivered both compound classes in 13 steps (longest linear sequence) from commercially available (<I>R</I>)-Roche ester in >10% overall yields.</P><P><B>Graphic Abstract</B><BR><IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jacsat/2013/jacsat.2013.135.issue-30/ja404134f/production/images/medium/ja-2013-04134f_0008.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/ja404134f'>ACS Electronic Supporting Info</A></P>

2013

American Chemical Society

0002-7863

1520-5126

135

30

pp.11232-11238

10.1021/ja404134f

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART66576984

https://europepmc.org/articles/pmc3771335?pdf=render