coniferaldehyde
4-hydroxy-3-methoxycinnamaldehyde
 
Notes:
from aqueous extract of senra incana.
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      Product(s):
      458-36-6 4-HYDROXY-3-METHOXYCINNAMALDEHYDE >98%
       
Synonyms   Articles   Notes   Search
CAS Number: 458-36-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 207-278-4
MDL: MFCD00075811
CoE Number: 10342
XlogP3: 1.50 (est)
Molecular Weight: 178.18730000
Formula: C10 H10 O3
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: (Z)- or (E)- isomer not specified by CASrn in Register. Mixture of E- and Z-isomers (EFFA, 2010a). Composition of stereoisomeric mixture to be specified.
Category: flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
DG SANTE Food Flavourings: 05.155  4-hydroxy-3-methoxycinnamaldehyde
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 82.00 °C. @ 760.00 mm Hg
Boiling Point: 330.00 to  332.00 °C. @ 760.00 mm Hg
Boiling Point: 175.00 °C. @ 5.00 mm Hg
Flash Point: 278.00 °F. TCC ( 136.67 °C. )
logP (o/w): 1.160
Storage: store in cool, dry place in tightly sealed containers, protected from heat and light.
air and light sensitive: store protected from air and light.
Soluble in:
 alcohol
 water, slightly
 water, 5711 mg/L @ 25 °C (est)
Insoluble in:
 water
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: bready
 
Odor Strength: low ,
recommend smelling in a 50.00 % solution or less
 
 sweet  graham cracker  cookie  bread crust  bread baked  grain toasted grain  barley roasted barley  vanilla  custard  dairy  
Odor Description:
at 50.00 % in dipropylene glycol. 
sweet graham cracker cookie bread crust bread baked toasted grain barley roasted barley vanilla custard dairy
 
 
Flavor Type: bready
 
 graham cracker  cookie  bread baked  grain toasted grain  custard  barley roasted barley  vanilla  powdery  
Taste Description:
graham cracker cookie bread baked toasted grain custard roasted barley vanilla powdery
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
BOC Sciences
For experimental / research use only.
4-HYDROXY-3-METHOXYCINNAMALDEHYDE >98%
Santa Cruz Biotechnology
For experimental / research use only.
4-Hydroxy-3-methoxycinnamaldehyde
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Hydroxy-3-methoxycinnamaldehyde 98%
Synonyms   Articles   Notes   Search   Top
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: flavoring agents
Recommendation for coniferaldehyde usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.19 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 1000 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 3.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 2.0000010.00000
Edible ices, including sherbet and sorbet (03.0): 3.0000015.00000
Processed fruit (04.1): 2.0000010.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 4.0000020.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 2.0000010.00000
Bakery wares (07.0): 5.0000025.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): 3.0000015.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 4.0000020.00000
Ready-to-eat savouries (15.0): 5.0000025.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 2.0000010.00000
Synonyms   Articles   Notes   Search   Top
Safety References:
European Food Safety Athority(efsa): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 214: alpha,beta-Unsaturated aldehydes and precursors from chemical subgroup 3.1 of FGE.19: Cinnamyl derivatives[1]
View page or View pdf
Flavouring Group Evaluation 15, Revision 2 (FGE.15Rev2): Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22
View page or View pdf
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 9984
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
Chemidplus: 0000458366
Synonyms   Articles   Notes   Search   Top
References:
 3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9984
Pubchem (sid): 134973129
Synonyms   Articles   Notes   Search   Top
Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
Metabolomics Database: Search
KEGG (GenomeNet): C02666
HMDB (The Human Metabolome Database): Search
FooDB: FDB001513
Export Tariff Code: 2912.49.2000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
bready
bready
 coffee furanoneFL/FR
 furfuralFL/FR
 cycloteneFL/FR
 cyclotene hydrateFL/FR
 maltyl propionateFL/FR
5-methyl furfuralFL/FR
 shoyu furanoneFL/FR
 toffee furanoneFL/FR
2,6-dimethyl pyrazineFL/FR
fermented
 amyl alcoholFL/FR
 valeraldehydeFL/FR
floral
 phenethyl alcoholFL/FR
fruity
 bread thiopheneFL/FR
 cherry propanolFL/FR
 maltyl acetateFL/FR
fusel
 cognac oil replacerFL/FR
herbal
white cognac oilFL/FR
 trigonella foenum-graecum seed extractFL/FR
meaty
 sulfurolFL/FR
 sulfuryl acetateFL/FR
minty
dextro-carvoneFL/FR
musty
2-acetyl pyrroleFL/FR
3-acetyl-2,5-dimethyl furanFL/FR
nutty
2-acetyl-5-methyl furanFL/FR
2,3-dimethyl pyrazineFL/FR
 filbert pyrazineFL/FR
2,6-lutidineFL/FR
popcorn
2-acetyl pyrazineFL/FR
2-acetyl pyridineFL/FR
2-acetyl thiazoleFL/FR
 trigonella foenum-graecum seed oil CO2 extractFL/FR
spicy
(E)-tiglic acidFL/FR
sweet
2-hydroxy-3,4,5-trimethyl-2-cyclopenten-1-oneFL/FR
vegetable
1-furfuryl pyrroleFL/FR
 methionalFL/FR
2-octen-4-oneFL/FR
 
For Flavor
 
No flavor group found for these
2-acetyl-3,4,5,6-tetrahydropyridineFL
2-hydroxy-3,4,5-trimethyl-2-cyclopenten-1-oneFL/FR
2-methoxythiazoleFL
acetic
 formic acidFL
alliaceous
2-methyl thioacetaldehydeFL
berry
 maltyl acetateFL/FR
bready
 bakery flavorFL
 baklava flavorFL
 biscuit flavorFL
 bread crust distillateFL
 bread crust flavorFL
rye bread flavorFL
 bread flavorFL
 bread flavor enhancerFL
baked crust flavorFL
2-propionyl thiazoleFL
 trigonella foenum-graecum seed extractFL/FR
brown
 furfuralFL/FR
5-methyl furfuralFL/FR
(E)-tiglic acidFL/FR
burnt
 furfuryl alcoholFL
caramellic
 caramel walnut shortbread flavorFL
 cycloteneFL/FR
 cyclotene hydrateFL/FR
barley malt extractFL
 maltyl propionateFL/FR
 shoyu furanoneFL/FR
 toffee furanoneFL/FR
cocoa
 butyraldehydeFL
coffee
 diisoamyl thiomalateFL
cookie
almond cookie flavorFL
corn
2-acetyl pyridineFL/FR
2-acetyl thiazoleFL/FR
2-acetyl-2-thiazolineFL
creamy
6-acetyl-1,2,3,4-tetrahydropyridineFL
floral
 phenethyl alcoholFL/FR
fruity
 banana nut bread flavorFL
 banana walnut bread flavorFL
 bread thiopheneFL/FR
 cherry propanolFL/FR
banana cream pie flavorFL
fusel
 amyl alcoholFL/FR
white cognac oilFL/FR
 cognac oil replacerFL/FR
meaty
 sulfurolFL/FR
 sulfuryl acetateFL/FR
metallic
2,5-dihydroxy-1,4-dithianeFL
minty
dextro-carvoneFL/FR
molasses
 molasses blackstrapFL
nutty
2-acetyl pyrroleFL/FR
3-acetyl-2,5-dimethyl furanFL/FR
2-acetyl-5-methyl furanFL/FR
 butter pecan cake flavorFL
 coffee furanoneFL/FR
2,3-dimethyl pyrazineFL/FR
2,6-dimethyl pyrazineFL/FR
 filbert pyrazineFL/FR
2,6-lutidineFL/FR
 peanut oxazoleFL
roasted
2-acetyl pyrazineFL/FR
 trigonella foenum-graecum seed oil CO2 extractFL/FR
solvent
2-ethyl furanFL
spicy
 blueberry cinnamon crumble flavorFL
 cinnamon bun flavorFL
toasted
french toast flavorFL
tomato
 methionalFL/FR
vegetable
1-furfuryl pyrroleFL/FR
2-octen-4-oneFL/FR
winey
 cognac flavorFL
 valeraldehydeFL/FR
yeasty
 faex extractsFL
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
None Found
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 allspice
Search Trop  Picture
 allspice fruit oil
Search Trop  Picture
 allspice leaf oil
Search Trop  Picture
 allspice seed oil
Search Trop  Picture
 bamboo moso bamboo
Search Trop  Picture
 butternut
Search Trop  Picture
 cinnamon ceylon cinnamon bark
Search Trop  Picture
 cinnamon ceylon cinnamon leaf
Search Trop  Picture
 clove leaf
Search Trop  Picture
 clove stem
Search Trop  Picture
 different brandy and whiskey types - up to 2.7 mg/kg
 flax
Search Trop  Picture
 flax plant
Search Trop  Picture
 grape fruit
Search Trop  Picture
 oak wood
Search  PMC Picture
 quercus spp.
Search Trop  Picture
 senra incana
Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
 conifer aldehyde
 coniferyl aldehyde
 ferula aldehyde
 ferulaldehyde
4-hydroxy-3-methoxycinnamaldehyde
3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
4'-hydroxy-3'-methoxycinnamaldehyde
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: A new coumarin and cytotoxic activities of constituents from Cinnamomum cassia.
PubMed: Chronoamperometric estimation of cognac and brandy antioxidant capacity using MWNT modified glassy carbon electrode.
PubMed: Asterisulphoxide and asterisulphone: two new antibacterial and antifungal metabolites from the Tunisian Asteriscus maritimus (L.) Less.
PubMed: Rescue of syringyl lignin and sinapate ester biosynthesis in Arabidopsis thaliana by a coniferaldehyde 5-hydroxylase from Eucalyptus globulus.
PubMed: Antimicrobial activities of some Thai traditional medical longevity formulations from plants and antibacterial compounds from Ficus foveolata.
PubMed: Coulometric titration with electrogenerated oxidants as a tool for evaluation of cognac and brandy antioxidant properties.
PubMed: [Chemical constituents of ethyl acetate fraction from Aeschynanthus bracteatus].
PubMed: [Chemical constituents of Conioselinum vaginatum].
PubMed: Loss of function of cinnamyl alcohol dehydrogenase 1 leads to unconventional lignin and a temperature-sensitive growth defect in Medicago truncatula.
PubMed: Heat shock factor 1 inducers from the bark of Eucommia ulmoides as cytoprotective agents.
PubMed: Isolation of cytotoxic compounds from the seeds of Crataegus pinnatifida.
PubMed: Molecular markers of biomass burning in arctic aerosols.
PubMed: In vivo antimalarial activity of Keetia leucantha twigs extracts and in vitro antiplasmodial effect of their constituents.
PubMed: Molecular cloning and biochemical characterization of two cinnamyl alcohol dehydrogenases from a liverwort Plagiochasma appendiculatum.
PubMed: Catalytic activity of the two-component flavin-dependent monooxygenase from Pseudomonas aeruginosa toward cinnamic acid derivatives.
PubMed: Detoxification of lignocellulosic hydrolysates using sodium borohydride.
PubMed: Congeners in sugar cane spirits aged in casks of different woods.
PubMed: Biochemical characterization of recombinant cinnamoyl CoA reductase 1 (Ll-CCRH1) from Leucaena leucocephala.
PubMed: Activation of transient receptor potential ankyrin-1 (TRPA1) in lung cells by wood smoke particulate material.
PubMed: Reprogramming the phenylpropanoid metabolism in seeds of oilseed rape by suppressing the orthologs of reduced epidermal fluorescence1.
PubMed: Transmission electron microscopy, fluorescence microscopy, and confocal raman microscopic analysis of ultrastructural and compositional heterogeneity of Cornus alba L. wood cell wall.
PubMed: Capillary electrophoresis for the monitoring of phenolic compounds in bioprocesses.
PubMed: Evaluation of antioxidant and antimicrobial activities of essential oils from Carum copticum seed and Ferula assafoetida latex.
PubMed: [Phenolic compounds from Jatropha curcas].
PubMed: Comparison of anatomy and composition distribution between normal and compression wood of Pinus bungeana Zucc. revealed by microscopic imaging techniques.
PubMed: Whiskey congeners suppress LPS/IFNγ-induced NO production in murine macrophage RAW 264 cells by inducing heme oxygenase-1 expression.
PubMed: Heterogeneous reactions of particulate methoxyphenols with NO₃ radicals: kinetics, products, and mechanisms.
PubMed: Disrupting the cinnamyl alcohol dehydrogenase 1 gene (BdCAD1) leads to altered lignification and improved saccharification in Brachypodium distachyon.
PubMed: Phylogeny and structure of the cinnamyl alcohol dehydrogenase gene family in Brachypodium distachyon.
PubMed: Biochemical characterization and identification of a cinnamyl alcohol dehydrogenase from Artemisia annua.
PubMed: [Study on the chemical constituents of the roots of Dendropanax chevalieri].
PubMed: Functional redundancy of the two 5-hydroxylases in monolignol biosynthesis of Populus trichocarpa: LC-MS/MS based protein quantification and metabolic flux analysis.
PubMed: Individual and concomitant effects of cardioprotective programs on cardiac apelinergic system and oxidative state in L-NAME-induced hypertension.
PubMed: The response to daylight or continuous ozone of phenylpropanoid and lignin biosynthesis pathways in poplar differs between leaves and wood.
PubMed: Phenolic compounds from the aerial parts of Diplomorpha canescens.
PubMed: Identification of Escherichia coli biomarkers responsive to various lignin-hydrolysate compounds.
PubMed: Investigating the structure-effect relationships of various natural phenols used as laccase mediators in the biobleaching of kenaf and sisal pulps.
PubMed: Decomposition behavior of hemicellulose and lignin in the step-change flow rate liquid hot water.
PubMed: Changes in cinnamyl alcohol dehydrogenase activities from sugarcane cultivars inoculated with Sporisorium scitamineum sporidia.
PubMed: Synthesis and structural characterization of oaklin-catechins.
PubMed: Effects of curcumin and related compounds on processes involving α-hydroxyethyl radicals.
PubMed: Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan.
PubMed: [Chemical constituents of Swertia hispidicalyx].
PubMed: [Isoprenoids and phenylpropanoids from Saussurea deltoidea].
PubMed: Influences of cinnamic aldehydes on H⁺ extrusion activity and ultrastructure of Candida.
PubMed: New icetexane diterpenes with intestinal α-glucosidase inhibitory and free-radical scavenging activity isolated from Premna tomentosa roots.
PubMed: [Studies on the chemical constituents from the roots of Kalopanax septemlobus].
PubMed: [Antioxidant activity of oxygen-containing aromatic compounds].
PubMed: Simiranes A and B: erythroxylanes diterpenes and other compounds from Simira eliezeriana (Rubiaceae).
PubMed: Characterization of two isozymes of coniferyl alcohol dehydrogenase from Streptomyces sp. NL15-2K.
PubMed: Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits.
PubMed: Effect of sulfur oxyanions on lignocellulose-derived fermentation inhibitors.
PubMed: Pseudomonas resinovorans SPR1, a newly isolated strain with potential of transforming eugenol to vanillin and vanillic acid.
PubMed: A rapid sample screening method for authenticity control of whiskey using capillary electrophoresis with online preconcentration.
PubMed: Distribution of lignin and its coniferyl alcohol and coniferyl aldehyde groups in Picea abies and Pinus sylvestris as observed by Raman imaging.
PubMed: Study of a specific lignin model: γ-oxidation and how it influences the hydrolysis efficiency of alcohol-aldehyde dehydrogenation copolymers.
PubMed: Downregulation of cinnamyl-alcohol dehydrogenase in switchgrass by RNA silencing results in enhanced glucose release after cellulase treatment.
PubMed: [Chemical constituents from rhizomes of Illicium henryi].
PubMed: Photolysis and heterogeneous reaction of coniferyl aldehyde adsorbed on silica particles with ozone.
PubMed: Molecular characterization of phenylalanine ammonia lyase gene from Cistanche deserticola.
PubMed: Suppressing LPS-induced early signal transduction in macrophages by a polyphenol degradation product: a critical role of MKP-1.
PubMed: Distinct cinnamoyl CoA reductases involved in parallel routes to lignin in Medicago truncatula.
PubMed: Antioxidant and anticholinesterase constituents from the petroleum ether and chloroform extracts of Iris suaveolens.
PubMed: The simultaneous repression of CCR and CAD, two enzymes of the lignin biosynthetic pathway, results in sterility and dwarfism in Arabidopsis thaliana.
PubMed: Platelet anti-aggregation activities of compounds from Cinnamomum cassia.
PubMed: Mathematical modeling of monolignol biosynthesis in Populus xylem.
PubMed: Induction of heme oxygenase-1 by whisky congeners in human endothelial cells.
PubMed: A comparison of skin delivery of ferulic acid and its derivatives: evaluation of their efficacy and safety.
PubMed: Syringyl lignin biosynthesis is directly regulated by a secondary cell wall master switch.
PubMed: Enzymatic grafting of simple phenols on flax and sisal pulp fibres using laccases.
PubMed: The growth reduction associated with repressed lignin biosynthesis in Arabidopsis thaliana is independent of flavonoids.
PubMed: Functional analysis of a cinnamyl alcohol dehydrogenase involved in lignin biosynthesis in wheat.
PubMed: Constituents of cinnamon inhibit bacterial acetyl CoA carboxylase.
PubMed: Coumarins and phenolic fingerprints of oak and Brazilian woods extracted by sugarcane spirit.
PubMed: Towards a systems approach for lignin biosynthesis in Populus trichocarpa: transcript abundance and specificity of the monolignol biosynthetic genes.
PubMed: Antioxidant activity and chemical composition of Torreya grandis cv. Merrillii seed.
PubMed: Identification of Saccharomyces cerevisiae genes involved in the resistance to phenolic fermentation inhibitors.
PubMed: Bioactivity-guided isolation of cytotoxic constituents from stem-bark of Premna tomentosa.
PubMed: Application of laccase-natural mediator systems to sisal pulp: an effective approach to biobleaching or functionalizing pulp fibres?
PubMed: Ferulaldehyde, a water-soluble degradation product of polyphenols, inhibits the lipopolysaccharide-induced inflammatory response in mice.
PubMed: Phenolic constituents from the stem bark of Magnolia officinalis.
PubMed: Liquid-liquid extraction of fermentation inhibiting compounds in lignocellulose hydrolysate.
PubMed: On the role of the monolignol gamma-carbon functionality in lignin biopolymerization.
PubMed: [Study on chemical constituents in rhizome of Securidaca inappendiculata].
PubMed: Independent origins of syringyl lignin in vascular plants.
PubMed: Three new jatrophane polyesters and antiproliferative constituents from Euphorbia tuckeyana.
PubMed: Effect of phenolic aldehydes and flavonoids on growth and inactivation of Oenococcus oeni and Lactobacillus hilgardii.
PubMed: Direct characterization of hydrogen peroxide bleached thermomechanical pulp using spectroscopic methods.
PubMed: Lignans from the fruits of Cornus kousa Burg. and their cytotoxic effects on human cancer cell lines.
PubMed: GC/MS-positive ion chemical ionization and MS/MS study of volatile benzene compounds in five different woods used in barrel making.
PubMed: Differential expression of phenylpropanoid and related genes in brown-midrib bm1, bm2, bm3, and bm4 young near-isogenic maize plants.
PubMed: Differences between lignin in unprocessed wood, milled wood, mutant wood, and extracted lignin detected by 13C solid-state NMR.
PubMed: Improved forage digestibility of tall fescue (Festuca arundinacea) by transgenic down-regulation of cinnamyl alcohol dehydrogenase.
PubMed: Mechanistic and structural studies of apoform, binary, and ternary complexes of the Arabidopsis alkenal double bond reductase At5g16970.
PubMed: High performance liquid chromatography method for the determination of cinnamyl alcohol dehydrogenase activity in soybean roots.
PubMed: Raman imaging to investigate ultrastructure and composition of plant cell walls: distribution of lignin and cellulose in black spruce wood (Picea mariana).
PubMed: Harnessing eugenol as a substrate for production of aromatic compounds with recombinant strains of Amycolatopsis sp. HR167.
PubMed: GOLD HULL AND INTERNODE2 encodes a primarily multifunctional cinnamyl-alcohol dehydrogenase in rice.
PubMed: Potential of Rhodococcus strains for biotechnological vanillin production from ferulic acid and eugenol.
PubMed: Gene silencing of cinnamyl alcohol dehydrogenase in Pinus radiata callus cultures.
PubMed: Wound-induced expression of the ferulate 5-hydroxylase gene in Camptotheca acuminata.
PubMed: Preliminary study of oaklins, a new class of brick-red catechinpyrylium pigments resulting from the reaction between catechin and wood aldehydes.
PubMed: Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes.
PubMed: Metabolite profiling reveals a role for atypical cinnamyl alcohol dehydrogenase CAD1 in the synthesis of coniferyl alcohol in tobacco xylem.
PubMed: Conversion of isoeugenol into vanillic acid by Pseudomonas putida I58 cells exhibiting high isoeugenol-degrading activity.
PubMed: Cadmium ion sorption onto lignocellulosic biosorbent modified by sulfonation: the origin of sorption capacity improvement.
PubMed: Unexpected behavior of coniferin in lignin biosynthesis of Ginkgo biloba L.
PubMed: Identification and characterisation of Arabidopsis glycosyltransferases capable of glucosylating coniferyl aldehyde and sinapyl aldehyde.
PubMed: Clarification of cinnamoyl co-enzyme A reductase catalysis in monolignol biosynthesis of Aspen.
PubMed: Simplified preparation of coniferyl and sinapyl alcohols.
PubMed: Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.
PubMed: Behavior of monolignol glucosides in angiosperms.
PubMed: [Effect of acid hydrolysis of oak wood on its aroma-forming complex].
PubMed: Protective effects of selected medicinal plants against protein degradation, lipid peroxidation and deformability loss of oxidatively stressed human erythrocytes.
PubMed: Comparison between cachaça and rum using pattern recognition methods.
PubMed: Characterization of a multifunctional methyltransferase from the orchid Vanilla planifolia.
PubMed: Purification and characterization of cinnamyl alcohol-NADPH-dehydrogenase from the leaf tissues of a basin mangrove Lumnitzera racemosa Willd.
PubMed: Signatures of cinnamyl alcohol dehydrogenase deficiency in poplar lignins.
PubMed: The Arabidopsis thaliana REDUCED EPIDERMAL FLUORESCENCE1 gene encodes an aldehyde dehydrogenase involved in ferulic acid and sinapic acid biosynthesis.
PubMed: Highly efficient biotransformation of eugenol to ferulic acid and further conversion to vanillin in recombinant strains of Escherichia coli.
PubMed: Antioxidant isoflavones in Osage orange, Maclura pomifera (Raf.) Schneid.
PubMed: Antimutagenic activity of phenylpropanoids from clove (Syzygium aromaticum).
PubMed: NMR analysis of lignins in CAD-deficient plants. Part 1. Incorporation of hydroxycinnamaldehydes and hydroxybenzaldehydes into lignins.
PubMed: DPPH radical scavenging and nitric oxide inhibitory activities of the constituents from the wood of Taxus yunnanensis.
PubMed: Combinatorial modification of multiple lignin traits in trees through multigene cotransformation.
PubMed: Structure-antioxidant activity relationship of ferulic acid derivatives: effect of carbon side chain characteristic groups.
PubMed: Bioactive constituents of Leptadenia arborea.
PubMed: Monolignol biosynthesis in microsomal preparations from lignifying stems of alfalfa (Medicago sativa L.).
PubMed: O-4-Linked coniferyl and sinapyl aldehydes in lignifying cell walls are the main targets of the Wiesner (phloroglucinol-HCl) reaction.
PubMed: Determination of the carbonyl groups in native lignin utilizing Fourier transform Raman spectroscopy.
PubMed: Biotransformation of eugenol to ferulic acid by a recombinant strain of Ralstonia eutropha H16.
PubMed: Polymerization of monolignols by redox shuttle-mediated enzymatic oxidation: a new model in lignin biosynthesis I.
PubMed: Detoxification of lignocellulose hydrolysates with ion-exchange resins.
PubMed: Quantitative analysis of detailed lignin monomer composition by pyrolysis-gas chromatography combined with preliminary acetylation of the samples.
PubMed: Photochemistry of methoxyhydroquinone and methoxy-p-benzoquinone in solution related to the photoyellowing of the lignocellulosics.
PubMed: Progress of lignification mediated by intercellular transportation of monolignols during tracheary element differentiation of isolated Zinnia mesophyll cells.
PubMed: Analysis of aromatic aldehydes in brandy and wine by high-performance capillary electrophoresis.
PubMed: The last step of syringyl monolignol biosynthesis in angiosperms is regulated by a novel gene encoding sinapyl alcohol dehydrogenase.
PubMed: Oxidation of cinnamyl alcohols and aldehydes by a basic peroxidase from lignifying Zinnia elegans hypocotyls.
PubMed: Coniferyl alcohol metabolism in conifers -- II. Coniferyl alcohol and dihydroconiferyl alcohol biosynthesis.
PubMed: Elucidation of new structures in lignins of CAD- and COMT-deficient plants by NMR.
PubMed: Development of a Saccharomyces cerevisiae strain with enhanced resistance to phenolic fermentation inhibitors in lignocellulose hydrolysates by heterologous expression of laccase.
PubMed: Phenyl propenoic side chain degradation of ferulic acid by Pycnoporus cinnabarinus - elucidation of metabolic pathways using [5-2H]-ferulic acid.
PubMed: Phenylpropanoid derivatives and biflavones at different stages of differentiation and development of Araucaria angustifolia.
PubMed: Identification of a CYP84 family of cytochrome P450-dependent mono-oxygenase genes in Brassica napus and perturbation of their expression for engineering sinapine reduction in the seeds.
PubMed: Cross-coupling of hydroxycinnamyl aldehydes into lignins.
PubMed: Lignin structure in a mutant pine deficient in cinnamyl alcohol dehydrogenase.
PubMed: Influence of lignocellulose-derived aromatic compounds on oxygen-limited growth and ethanolic fermentation by Saccharomyces cerevisiae.
PubMed: Modified lignin in tobacco and poplar plants over-expressing the Arabidopsis gene encoding ferulate 5-hydroxylase.
PubMed: Gas chromatographic-mass spectrometric analysis of acids and phenols in distilled alcohol beverages. Application of anion-exchange disk extraction combined with in-vial elution and silylation.
PubMed: 5-hydroxyconiferyl aldehyde modulates enzymatic methylation for syringyl monolignol formation, a new view of monolignol biosynthesis in angiosperms.
PubMed: Biotransformation of eugenol to vanillin by a mutant of Pseudomonas sp. strain HR199 constructed by disruption of the vanillin dehydrogenase (vdh) gene.
PubMed: Reactivity of ferulic acid and its derivatives toward hydrogen peroxide and peracetic acid.
PubMed: In vitro inducible nitric oxide synthesis inhibitory active constituents from Fraxinus rhynchophylla.
PubMed: New routes for lignin biosynthesis defined by biochemical characterization of recombinant ferulate 5-hydroxylase, a multifunctional cytochrome P450-dependent monooxygenase.
PubMed: Coniferyl aldehyde 5-hydroxylation and methylation direct syringyl lignin biosynthesis in angiosperms.
PubMed: Overexpression, purification and characterization of Mycobacterium bovis BCG alcohol dehydrogenase.
PubMed: Purification and characterization of the coniferyl aldehyde dehydrogenase from Pseudomonas sp. Strain HR199 and molecular characterization of the gene.
PubMed: Suppression of O-methyltransferase gene by homologous sense transgene in quaking aspen causes red-brown wood phenotypes
PubMed: A novel aromatic alcohol dehydrogenase in higher plants: molecular cloning and expression.
PubMed: A novel type of pathogen defense-related cinnamyl alcohol dehydrogenase.
PubMed: Inheritance, gene expression, and lignin characterization in a mutant pine deficient in cinnamyl alcohol dehydrogenase.
PubMed: Abnormal lignin in a loblolly pine mutant.
PubMed: Fourier-transform infrared and Raman spectroscopic evidence for the incorporation of cinnamaldehydes into the lignin of transgenic tobacco (Nicotiana tabacum L.) plants with reduced expression of cinnamyl alcohol dehydrogenase.
PubMed: Structure-activity relationship of caffeic acid analogues on xanthine oxidase inhibition.
PubMed: Studies on the constituents of Ailanthus integrifolia.
PubMed: Purification, Characterization, and Cloning of Cinnamyl Alcohol Dehydrogenase in Loblolly Pine (Pinus taeda L.).
PubMed: Pharmacologically active phenylpropanoids from Senra incana.
PubMed: Purification and characterization of cinnamyl alcohol dehydrogenase from tobacco stems.
PubMed: Essential oil phenyl propanoids. Useful as .OH scavengers?
PubMed: [Simultaneous analysis of aromatic aldehydes and coumarins with high pressure liquid chromatography. Application to wines and brandies stored in oak barrels].
PubMed: Purification and properties of cinnamoyl-CoA reductase and cinnamyl alcohol dehydrogenase from poplar stems (Populus X euramericana).
PubMed: Enzymic synthesis of lignin precursors. Comparison of cinnamoyl-CoA reductase and cinnamyl alcohol:NADP+ dehydrogenase from spruce (Picea abies L.) and soybean (Glycine max L.).
PubMed: Purification and properties of isoenzymes of cinnamyl-alcohol dehydrogenase from soybean-cell-suspension cultures.
PubMed: CONIFERYL ALDEHYDE AS A CONSTITUENT OF OILS CONTAINING EUGENOL.
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