890317-92-7

Basic information

• Product Name: erythro-Guaiacylglycerol beta-coniferyl ether
• Synonyms: erythro-Guaiacylglycerol beta-coniferyl ether;erythro-Guaiacylglycerol β-coniferyl ether
• CAS NO: 890317-92-7
• Molecular Formula: C20H24O7
• Molecular Weight: 376.40036
• Mol File: 890317-92-7.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: erythro-Guaiacylglycerol beta-coniferyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: erythro-Guaiacylglycerol beta-coniferyl ether(890317-92-7)
• EPA Substance Registry System: erythro-Guaiacylglycerol beta-coniferyl ether(890317-92-7)

Safety Data

• Hazardous Substances Data: 890317-92-7(Hazardous Substances Data)

Usage

General Description

Erythro-Guaiacylglycerol beta-coniferyl ether is a chemical compound that belongs to the group of guaiacylglycerol beta-ether lignins. It is found in the cell walls of plants and is a key component of the lignin polymer, which provides structural support to plant cells. Erythro-Guaiacylglycerol beta-coniferyl ether is formed through the enzymatic coupling of coniferyl alcohol and guaiacyl alcohol, and it contributes to the rigidity and strength of the plant cell wall. erythro-Guaiacylglycerol beta-coniferyl ether is of interest in the field of biochemistry and materials science due to its role in plant cell wall structure and its potential applications in the development of sustainable materials and biofuels.

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Relevant articles and documents

Regioselectivity in lignin biosynthesis. The influence of dimerization and cross-coupling

We have studied the regioselectivity of oxidative phenol coupling in lignin formation using an oxidation system that distinguishes between dimerization reactions and cross-coupling reactions. We found that the regioselectivity of coupling was different in the two reactions. For instance, in coniferyl alcohol dimerization the formation of β-5 coupling product has a slight prevalence over the formation of β-O-4 product; in cross-coupling the β-0-4 mode is favoured in a ratio of ≈10:1. This ratio is higher than that found in isolated softwood lignins. The degree of cross-coupling was influenced only to a small extent by changes in the rates of conventional addition of coniferyl alcohol (Zulauf versus Zutropf conditions). We found that diffusion through a dialysis membrane did effectively suppress the dimerization of coniferyl alcohol. Of the different oxidants investigated, manganese triacetate in acetic acid yielded the highest proportion of cross-coupling product. The Royal Society of Chemistry 2000.

In vitro activity-guided identification of antioxidants in aged garlic extract

Activity-guided fractionation was applied on an aged garlic extract (AGE), reported to show strong antioxidant activity, in order to locate the key in vitro antioxidant ingredients by means of the hydrogen peroxide scavenging (HPS) assay as well as the OR

Biomimetic Oxidation of Monolignol Acetate and p-Coumarate by Silver Oxide in 1,4-Dioxane

Lignin acylated with acetate and/or p-coumarate is common in many herbaceous plants. Herein, the biomimetic oxidation of ?3-acylated monolignols with Ag2O was studied to understand the effect of ?3-acyl groups on monolignol polymerization. The oxidation of sinapyl acetate gave ?3-acylated and α-acylated β-O-4 dimers in 71 and 9.5% yields, respectively. The oxidation of sinapyl p-coumarate produced ?3-acylated β-O-4 and ?3-acylated tetralin β-β dimers in 53 and 16% yields, respectively. Only the sinapyl alcohol moiety in sinapyl p-coumarate reacted, and the p-coumarate moiety remained unchanged, suggesting that p-coumaric acid is not incorporated into the lignin backbone in the acylated lignins. All of the ?3-acylated monolignols used in this study produced the ?3-acylated β-O-4 dimers, which suggests that the ?3-acylated monolignols act as lignin monomers. The relatively high yields of the β-O-4 dimers indicate that Ag2O oxidation of the monolignols can be used as an easy method for synthesizing the β-O-4 dimer model compounds.

Anti selective glycolate aldol reactions of (: S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one: application towards the asymmetric synthesis of 8-4′-oxyneolignans

The anti selective glycolate aldol reactions of (S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one auxiliary have been standardized with high yields and excellent diastereoselectivities on various substituted aryl, allyl and alkyl aldehydes. The optimized reaction conditions were employed for the stereoselective synthesis of oxyneolignans.