Catalytic Upgrading in Bacteria-Compatible Conditions via a Biocompatible Aldol Condensation.

Catalytic Upgrading in Bacteria-Compatible Conditions via a Biocompatible Aldol Condensation.
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DOI:
10.1021/acssuschemeng.5b01590
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发表时间:
2016-03-07
影响因子:
8.4
通讯作者:
Cha JN
Cha JN
中科院分区:
化学1区
文献类型:
--
作者:
Domaille DW;Hafenstine GR;Greer MA;Goodwin AP;Cha JN

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Integrating non-enzymatic chemistry with living systems has the potential to greatly expand the types and yields of chemicals that can be sourced from renewable feedstocks. The in situ conversion of microbial metabolites to higher order products will ensure their continuous generation starting from a given cellular reaction mixture. We present here a systematic study of different organocatalysts that enable aldol condensation in biological media under physiological conditions of neutral pH, moderate temperature, and ambient pressure. The relative toxicities of each catalyst were tested against bacteria, and the catalysts were found to provide good yields of homoaldol products in bacterial cultures containing aldehydes. Lastly, we demonstrate that a biocompatible oil can be used to selectively extract the upgraded products, which enabes facile isolation and decreases the product toxicity to microbes. Integrating a biocompatible organocatalytic aldol reaction improves microbial cell health by converting short-chain aliphatic aldehydes to insoluble upgraded products.