Substituent effect of phenolic aldehyde inhibition on alcoholic fermentation by Saccharomyces cerevisiaeAuthor(s): Rui Xie; Maobing Tu; Thomas Elder
Source: Energy & Fuels
Publication Series: Scientific Journal (JRNL)
Station: Southern Research Station
Download Publication (678.0 KB)
DescriptionPhenolic compounds significantly inhibit microbial fermentation of biomass hydrolysates. To understand the
quantitative structure-inhibition relationship of phenolic aldehydes on alcoholic fermentation, the effect of 11 different
substituted benzaldehydes on the final ethanol yield was examined. The results showed that the degree of phenolic benzaldehyde inhibition was strongly associated with the position of phenolic hydroxyl groups but not the number of phenolic hydroxyl groups.It was observed that ortho-substituted 2-hydroxybenzaldehyde resulted in 15−20-fold higher inhibition than the meta- or parasubstituted analogues of 3- and 4-hydroxybenzaldehydes. From the correlation of the molecular descriptors to inhibition potency in yeast fermentation, we found a strong relationship between the octanol/water partition coefficient (log P) of aldehydes and the EC50 value. The most inhibitory 2-hydroxybenzaldehyde has the highest log P and possesses an ortho −OH group capable of forming an intramolecular hydrogen bond, which can potentially increase the cell membrane permeability and toxicity. The results also indicated that the calculated free energy change between phenolic aldehydes and amino acids can be used to predict their structure−inhibitory activity relationship.
- You may send email to firstname.lastname@example.org to request a hard copy of this publication.
- (Please specify exactly which publication you are requesting and your mailing address.)
- We recommend that you also print this page and attach it to the printout of the article, to retain the full citation information.
- This article was written and prepared by U.S. Government employees on official time, and is therefore in the public domain.
CitationXie, Rui; Tu, Maobing; Elder, Thomas. 2016. Substituent effect of phenolic aldehyde inhibition on alcoholic fermentation by Saccharomyces cerevisiae . Energy & Fuels, Vol. 30(4): 7 pages.: 3078-3084. 0.1021/acs.energyfuels.5b03034
- Regioselective Synthesis of Cellulose Ester Homopolymers
- Insights into degradation pathways of oxidized anhydroglucose units in cellulose by β-alkoxy-elimination: a combined theoretical and experimental approach
- Accelerated cure of phenol-formaldehyde resins : studies with model compounds
XML: View XML