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

Domaille, Dylan W.; Hafenstine, Glenn R.; Greer, Mattias A.; Goodwin, Andrew P.; Cha, Jennifer N.

doi:10.1021/acssuschemeng.5b01590

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

Journal Article · Mon Feb 15 00:00:00 EST 2016 · ACS Sustainable Chemistry & Engineering

DOI:https://doi.org/10.1021/acssuschemeng.5b01590· OSTI ID:1467610

Domaille, Dylan W. ^[1]; Hafenstine, Glenn R. ^[1]; Greer, Mattias A. ^[1]; Goodwin, Andrew P. ^[1]; Cha, Jennifer N. ^[1]

Univ. of Colorado, Boulder, CO (United States)

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.

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Research Organization:: Univ. of California, San Diego, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0006398

OSTI ID:: 1467610

Journal Information:: ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 3; ISSN 2168-0485

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 18 works

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