Catalogue Number
AV-H19127
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
2-8°C
Molecular Weight
178.18
Appearance
Yellow crystalline powder
Botanical Source
Abies nephrolepis (Trautv.) Maxim; Acer saccharinum; Juglans cinerea,Quercus sp.;Sequoia sp
Structure Type
Category
Standards;Natural Pytochemical;API
SMILES
COC1=C(C=CC(=C1)C=CC=O)O
Synonyms
Ferulaldehyde/(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal/(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal/Ferulyl aldehyde/2-Propenal, 3-(4-hydroxy-3-methoxyphenyl), (E)-/4-hydroxy-3-methoxy-benzaldehyde/4-hydroxy-3-methoxy-cinnamon-aldehyde/2-Propenal, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)-/coniferaldehyde/4-hydroxy-3-methoxycinnamic aldehyde/4-HYDROXY-3-METHOXYCINNAMALDEHYDE/(2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylaldehyde/coniferyl aldehyde/Coniferylaldehyde
IUPAC Name
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
Density
1.2±0.1 g/cm3
Solubility
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Flash Point
136.8±17.2 °C
Boiling Point
338.8±27.0 °C at 760 mmHg
Melting Point
80-82ºC(lit.)
InChl
InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
InChl Key
DKZBBWMURDFHNE-NSCUHMNNSA-N
WGK Germany
RID/ADR
HS Code Reference
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:458-36-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
31728740
Caffeine is a naturally occurring alkaloid, where its major consumption occurs with beverages such as coffee, soft drinks and tea. Despite a variety of reports on the effects of caffeine on diverse organisms including yeast, the complex molecular basis of caffeine resistance and response has yet to be understood. In this study, a caffeine-hyperresistant and genetically stable Saccharomyces cerevisiae mutant was obtained for the first time by evolutionary engineering, using batch selection in the presence of gradually increased caffeine stress levels and without any mutagenesis of the initial population prior to selection. The selected mutant could resist up to 50 mM caffeine, a level, to our knowledge, that has not been reported for S. cerevisiae so far. The mutant was also resistant to the cell wall-damaging agent lyticase, and it showed cross-resistance against various compounds such as rapamycin, antimycin, coniferyl aldehyde and cycloheximide. Comparative transcriptomic analysis results revealed that the genes involved in the energy conservation and production pathways, and pleiotropic drug resistance were overexpressed. Whole genome re-sequencing identified single nucleotide polymorphisms in only three genes of the caffeine-hyperresistant mutant; PDR1, PDR5 and RIM8, which may play a potential role in caffeine-hyperresistance.
Adaptive laboratory evolution; Caffeine; Evolutionary engineering; Pleiotropic drug resistance (PDR); Saccharomyces cerevisiae; Stress resistance
Evolutionary engineering and molecular characterization of a caffeine-resistant Saccharomyces cerevisiae strain.
Surmeli Y1,2,3, Holyavkin C1,2, Topaloglu A1,2, Arslan M1,2,4, Kısakesen H?1,2, cakar ZP5,6
2019 Nov 14;
30834929
Phenolic inhibitors in lignocellulosic hydrolysates interfere with the performance of fermenting microorganisms. Among these, coniferyl aldehyde is one of the most toxic inhibitors. In this study, genetically stable Saccharomyces cerevisiae mutants with high coniferyl aldehyde resistance were successfully obtained for the first time by using an evolutionary engineering strategy, based on the systematic application of increasing coniferyl aldehyde stress in batch cultures. Among the selected coniferyl aldehyde-resistant mutants, the highly resistant strain called BH13 was also cross-resistant to other phenolic inhibitors, vanillin, ferulic acid and 4-hydroxybenzaldehyde. In the presence of 1.2 mM coniferyl aldehyde stress, BH13 had a significantly reduced lag phase, which was less than 3 h and only about 25% of that of the reference strain and converted coniferyl aldehyde faster. Additionally, there was no reduction in its growth rate, either. Comparative transcriptomic analysis of a highly coniferyl aldehyde-resistant mutant revealed upregulation of the genes involved in energy pathways, response to oxidative stress and oxidoreductase activity in the mutant strain BH13, already under non-stress conditions. Transcripts associated with pleiotropic drug resistance were also identified as upregulated. Genome re-sequencing data generally supported transcriptomic results and identified gene targets that may have a potential role in coniferyl aldehyde resistance.
? FEMS 2019.
Saccharomyces cerevisiae ; coniferyl aldehyde; evolutionary engineering; lignocellulosic fermentation; phenolic inhibitors; stress resistance
Genomic and transcriptomic analysis of a coniferyl aldehyde-resistant Saccharomyces cerevisiae strain obtained by evolutionary engineering.
Hacısalihoglu B1,2,3, Holyavkin C1,2, Topaloglu A1,2, Kısakesen H?1,2, cakar ZP1,2.
2019 May 1
30471359
The conversion of plant material into biofuels and high value products is a two-step process of hydrolysing plant lignocellulose and next fermenting the sugars produced. However, lignocellulosic hydrolysis not only frees sugars for fermentation it simultaneously generates toxic chemicals, including phenolic compounds which severely inhibit yeast fermentation. To understand the molecular basis of phenolic compound toxicity, we performed genome-wide chemogenomic screens in Saccharomyces cerevisiae to identify deletion mutants that were either hypersensitive or resistant to three common phenolic compounds found in plant hydrolysates: coniferyl aldehyde, ferulic acid and 4-hydroxybenzoic acid. Despite being similar in structure, our screen revealed that yeast utilizes distinct pathways to tolerate phenolic compound exposure. Furthermore, although each phenolic compound induced reactive oxygen species (ROS), ferulic acid and 4-hydroxybenzoic acid-induced a general cytoplasmic ROS distribution while coniferyl aldehyde-induced ROS partially localized to the mitochondria and to a lesser extent, the endoplasmic reticulum. We found that the glucose-6-phosphate dehydrogenase enzyme Zwf1, which catalyzes the rate limiting step of pentose phosphate pathway, is required for reducing the accummulation of coniferyl aldehyde-induced ROS, potentially through the sequestering of Zwf1 to sites of ROS accumulation. Our novel insights into biological impact of three common phenolic inhibitors will inform the engineering of yeast strains with improved efficiency of biofuel and biochemical production in the presence hydrolysate-derived phenolic compounds.
Copyright ? 2018 The Authors. Published by Elsevier Inc. All rights reserved.
Lignocellulosic hydrolysates; Pentose phosphate pathway; Phenolic inhibitors; Reactive oxygen species; Yeast chemogenomics
Yeast chemogenomic screen identifies distinct metabolic pathways required to tolerate exposure to phenolic fermentation inhibitors ferulic acid, 4-hydroxybenzoic acid and coniferyl aldehyde.
Fletcher E1, Gao K1, Mercurio K1, Ali M1, Baetz K2.
2019 Mar