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Ferulaldehyde

$68

Brand : BIOFRON
Catalogue Number : AV-H19127
Specification : 98%
CAS number : 458-36-6
Formula : C10H10O3
Molecular Weight : 178.18
PUBCHEM ID : 5280536
Volume : 20mg

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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.

PMID

31728740

Abstract

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.

KEYWORDS

Adaptive laboratory evolution; Caffeine; Evolutionary engineering; Pleiotropic drug resistance (PDR); Saccharomyces cerevisiae; Stress resistance

Title

Evolutionary engineering and molecular characterization of a caffeine-resistant Saccharomyces cerevisiae strain.

Author

Surmeli Y1,2,3, Holyavkin C1,2, Topaloglu A1,2, Arslan M1,2,4, Kısakesen H?1,2, cakar ZP5,6

Publish date

2019 Nov 14;

PMID

30834929

Abstract

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.

KEYWORDS

Saccharomyces cerevisiae ; coniferyl aldehyde; evolutionary engineering; lignocellulosic fermentation; phenolic inhibitors; stress resistance

Title

Genomic and transcriptomic analysis of a coniferyl aldehyde-resistant Saccharomyces cerevisiae strain obtained by evolutionary engineering.

Author

Hacısalihoglu B1,2,3, Holyavkin C1,2, Topaloglu A1,2, Kısakesen H?1,2, cakar ZP1,2.

Publish date

2019 May 1

PMID

30471359

Abstract

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.

KEYWORDS

Lignocellulosic hydrolysates; Pentose phosphate pathway; Phenolic inhibitors; Reactive oxygen species; Yeast chemogenomics

Title

Yeast chemogenomic screen identifies distinct metabolic pathways required to tolerate exposure to phenolic fermentation inhibitors ferulic acid, 4-hydroxybenzoic acid and coniferyl aldehyde.

Author

Fletcher E1, Gao K1, Mercurio K1, Ali M1, Baetz K2.

Publish date

2019 Mar