An Efficient New Process for the Selective Production of Odd-Chain Carboxylic Acids by Simple Carbon Elongation Using
Hyunjin Kim1, Byoung Seung Jeon1,2, Byoung-In Sang3
1Department of Chemical Engineering, Hanyang University, 222 Wangshimni-ro, Seongdong-gu, Seoul, 04763, Republic of Korea.
Abstract:
The caproate-producing bacterium, Megasphaera hexanoica, metabolizes fructose to produce C2~C8 carbon-chain carboxylic acids using various electron acceptors. In particular, odd-chain carboxylic acids (OCCAs) such as valerate (C5) and heptanoate (C7), were produced at relatively high concentrations upon propionate supplementation. Using a statistical experimental design method, the optimal culture medium was established for the selective production of OCCAs among the total produced acids. In a medium containing 2.42 g L-1 sodium acetate and 18.91 g L-1 sodium propionate, M. hexanoica produced 9.48 g L-1 valerate, 2.48 g L-1 heptanoate, and 0.12 g L-1 caproate. To clarify the metabolism of the exogenous added propionate for OCCAs production, 13C tracer experiments were performed by supplementing the culture broth with [1,2,3-13C3] propionate. The metabolites analysis based on mass spectrometry showed that the propionate was only used to produce valerate and heptanoate without being participated in other metabolic pathways. Furthermore, the carbon elongation pathway in M. hexanoica was explained by the finding that the incorporation of propionate and acetate in the produced valerate occurred in only one orientation.
More Related Videos
Related Concept Videos
Acidity of Carboxylic Acids
Carboxylic Acids to Acid Chlorides
Acidity and Basicity of Carboxylic Acid Derivatives
The relative acidic strength of the derivatives can be explained based on the extent of resonance stabilization of the conjugate base. The...
Acid Halides to Carboxylic Acids: Hydrolysis
As shown below, the mechanism involves a nucleophilic attack by water at the carbonyl carbon to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen π bond along with the departure of a halide ion. A final proton transfer step yields carboxylic...
Preparation of Carboxylic Acids: Carboxylation of Grignard Reagents
Substituent Effects on Acidity of Carboxylic Acids


