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Efficient Synthesis of Methyl 3-Acetoxypropionate by a Newly Identified Baeyer-Villiger Monooxygenase
Author(s) -
Yuanyang Liu,
ChunXiu Li,
JianHe Xu,
GaoWei Zheng
Publication year - 2019
Publication title -
applied and environmental microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.552
H-Index - 324
eISSN - 1070-6291
pISSN - 0099-2240
DOI - 10.1128/aem.00239-19
Subject(s) - monooxygenase , regioselectivity , biocatalysis , chemistry , substrate (aquarium) , catalysis , rhodococcus , yield (engineering) , organic chemistry , enzyme , biotransformation , fermentation , stereochemistry , combinatorial chemistry , reaction mechanism , cytochrome p450 , biology , materials science , ecology , metallurgy
BVMOs are emerging as a green alternative to traditional oxidants in the BV oxidation of ketones. Although many BVMOs are discovered and used in organic synthesis, few are really applied in industry, especially in the case of aliphatic ketones. Herein, a highly soluble and relatively stable monooxygenase fromRhodococcus pyridinivorans (BVMORp ) was identified with high activity and excellent regioselectivity toward most aliphatic ketones. BVMORp possesses unusually high substrate loading during the catalysis of the oxidation of biobased methyl levulinate to 3-hydroxypropionic acid derivatives. This study indicates that the synthesis of 3-hydroxypropionate from readily available biobased levulinate by BVMORp -catalyzed oxidation holds great promise to replace traditional fermentation.

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