1103-58-8

Basic information

• Product Name: guaiacylglycerol-beta-coniferyl ether
• Synonyms: guaiacylglycerol-beta-coniferyl ether;threo-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[-(E)-3-hydroxy-1-propenyl]-2-methoxyphenoxy}-1,3-propanediol
• CAS NO: 1103-58-8
• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40036
• Mol File: 1103-58-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 643.2°Cat760mmHg
• Flash Point: 342.8°C
• Appearance: /
• Density: 1.306g/cm³
• Vapor Pressure: 2.01E-17mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: guaiacylglycerol-beta-coniferyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: guaiacylglycerol-beta-coniferyl ether(1103-58-8)
• EPA Substance Registry System: guaiacylglycerol-beta-coniferyl ether(1103-58-8)

Safety Data

• Hazardous Substances Data: 1103-58-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H24O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-8,10-11,19-24H,9,12H2,1-2H3/b4-3+

Upstream product

• 458-35-5 coniferol 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 458-35-5 coniferal alcohol 

Relevant articles and documents

Incorporation of catechyl monomers into lignins: Lignification from the non-phenolic end: Via Diels-Alder cycloaddition?

Canonical lignification occurs via the coupling of phenolic radicals, in which chain extension can occur only from phenolic ends of growing polymer chains. Radical coupling of catechyl monomers, including caffeyl and 5-hydroxyconiferyl alcohols, gives ris

On the reactivity of the Melanocarpus albomyces laccase and formation of coniferyl alcohol dehydropolymer (DHP) in the presence of ionic liquid 1-allyl-3-methylimidazolium chloride

Some ionic liquids are able to dissolve wood, including lignin and lignocellulose, and thus they provide an efficient reaction media for modification of globally abundant wood-based polymers. Lignin can be modified with laccases (EC 1.10.3.2), multicopper

Hitherto unrecognized fluorescence properties of coniferyl alcohol

We instituted a quasi-quality assurance program for demonstrating coniferyl alcohol's fluorescence and fluorescence diminishment following enzymatic oxidation. The magnitude of diminishment was a measure of catalysis. High throughput screening was performed in pseudo-kinetic and endpoint modes by measuring the fluorescence at 416 nm following excitation at 290, 310 or 340 nm. Dose-response tracings were linear between two and three orders of magnitude with average limits of detection and quantitation of 1.8 and 6.9 μM coniferyl alcohol, respectively. Oxidation was evident with 0.025 μg/mL laccase or 0.003 μg/mL peroxidase or inside 5 min using 0.5 μg/mL laccase or 5 μM substrate. Sodium chloride inhibited (IC50, 25 mM) laccase oxidation of coniferyl alcohol. Fluorescence from 10 concentrations (1 to 1000 μM) of coniferyl alcohol was stable for 24 hours over 14 excitation/emission cycles at 3 different combinations of excitation and emission wavelengths. In conclusion, coniferyl alcohol absorption and fluorescence assays should facilitate biomass lignin analyses and improve delignification.