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The Structure Elucidation and Total Synthesis of β‐Lipomycin
Author(s) -
Hartmann Olaf,
Kalesse Markus
Publication year - 2014
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.201402259
Subject(s) - total synthesis , secondary metabolite , chemistry , natural product , metabolite , stereochemistry , modular design , markov chain , computational biology , combinatorial chemistry , computer science , biochemistry , biology , machine learning , gene , operating system
Here we describe the synthesis of β‐lipomycin, a secondary metabolite isolated from the fermentation broth of Corallococcus coralloides . The synthesis relies on the structural assignment made by a statistical method, the so‐called profile hidden Markov model. Using this protocol, not only the configuration of the secondary alcohol, but also of the adjacent methyl branch could be deduced. The synthesis therefore not only provides access to this natural product but also confirms the validity of this approach for configurational assignment at methyl branches of modular polyketides.