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Usage

Uses

Used in Pharmaceutical Applications:
Pyrocatechol Monoglucoside is used as a medicinal compound for its potential anti-inflammatory, anti-cancer, and neuroprotective effects. It contributes to the treatment and management of various health conditions by leveraging its antioxidant and therapeutic properties.
Used in Cosmetic and Skincare Industry:
Pyrocatechol Monoglucoside is used as an antioxidant ingredient in cosmetic and skincare products. It helps protect the skin from environmental damage and premature aging, promoting healthier and more youthful-looking skin.

Upstream product

• 91364-06-6 ortho-hydroxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 50-99-7 D-glucose 
• 120-80-9 benzene-1,2-diol 
• 604-69-3 β-D-glucose pentaacetate 
• 69-79-4 D-maltose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Relevant academic research and scientific papers

The synthesis of novel chromogenic enzyme substrates for detection of bacterial glycosidases and their applications in diagnostic microbiology

The preparation and evaluation of chromogenic substrates for detecting bacterial glycosidase enzymes is reported. These substrates are monoglycoside derivatives of the metal chelators catechol, 2,3-dihydroxynaphthalene (DHN) and 6,7-dibromo-2,3-dihydroxyn

Catalytic Iron(III) Chloride Mediated Site-Selective Protection of Mono- and Disaccharides and One Trisaccharide

Regioselective differentiation of the hydroxy groups of mono- and oligosaccharide substrates is necessary to form building blocks that can be used for synthetic transformations. In this paper, we show that iron(III) chloride hexahydrate catalyses the tandem protection of mono- and disaccharides to give, in a one-pot procedure, selectively protected carbohydrate building blocks. This tandem protocol was successfully applied to a trisaccharide. The procedure is easy to carry out; for optimal results, each carbohydrate substrate required a fine tuning of the one-pot reaction conditions.

Purification, characterization, and gene identification of an α-glucosyl transfer enzyme, a novel type α-glucosidase from Xanthomonas campestris WU-9701

The α-glucosyl transfer enzyme (XgtA), a novel type α-glucosidase produced by Xanthomonas campestris WU-9701, was purified from the cell-free extract and characterized. The molecular weight of XgtA is estimated to be 57 kDa by SDS-PAGE and 60 kDa by gel filtration, indicating that XgtA is a monomeric enzyme. Kinetic properties of XgtA were determined for α-glucosyl transfer and maltose-hydrolyzing activities using maltose as the α-glucosyl donor, and if necessary, hydroquinone as the acceptor. The Vmax value for α-glucosyl transfer activity was 1.3 × 10-2 (mM/s); this value was 3.9-fold as much as that for maltose-hydrolyzing activity. XgtA neither produced maltooligosaccharides nor hydrolyzed sucrose. The gene encoding XgtA that contained a 1614-bp open reading frame was cloned, identified, and highly expressed in Escherichia coli JM109 as the host. Site-directed mutagenesis identified Asp201, Glu270, and Asp331 as the catalytic sites of XgtA, indicating that XgtA belongs to the glycoside hydrolase family 13.

Hydrolysis of toxic natural glucosides catalyzed by cyclodextrin dicyanohydrins

The hydrolysis of toxic 7-hydroxycoumarin glucosides and other aryl and alkyl glucosides, catalyzed by modified α- and β-cyclodextrin dicyanohydrins, was investigated using different UV, redox, or HPAEC detection assays. The catalyzed reactions all followed Michaelis-Menten kinetics, and an impressive rate increase of up to 7569 (kcat/kuncat) was found for the hydroxycoumarin glucoside substrate 4-MUGP. Good and moderate degrees of catalysis (kcat/kuncat) of up to 1259 were found for the natural glucosides phloridzin and skimmin. By using a newly developed catechol detection UV-assay, a weak degree of catalysis was also found for the toxic hydroxycoumarin esculin. A novel synthesized diaminomethyl β-cyclodextrin showed a weak catalysis of p-nitrophenyl β-D-glucopyranoside hydrolysis. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

The Substrate Specificity of Amyloglucosidase (AMG). Part IV. Hydroxycyclohexyl Glucosides

Cyclohexyl- and (1R,2R)- and (1S,2S)-hydroxycyclohexyl α-D-glucosides have been synthesised under halide-catalysed glycosylation reaction conditions.Furthermore, phenyl and 2-hydroxyphenyl α-D-glucopyranosides have been synthesised using fusion reactions in 60-70percent yield.Finally, methyl 4-O-(β-L-galactopyranosyl)-β-D-glucopyranoside has been prepared in high yield using silver triflate-promoted glycosylation conditions.All compounds have been characterised by NMR spectroscopy and their preferred solution conformations inferred from the NMR data and hard-sphere exo-anomeric effect calculations (HSEA).All the above-mentioned compounds have been investigated as potential substrates for the enzyme amyloglucosidase (AMG).The results show that only the compounds which have a preferred ground-state conformation similar to that of maltose can act as substrates for the enzyme.

DIRECT CONDENSATION OF POLYHYDRIC PHENOLS WITH GLUCOSE

Acid-catalyzed direct condensation reaction of polyhydric phenols with free glucose in DMSO gave O-α-D-glucopyranoside in preference to its β-anomer; however, phloroglucinol and phloroacetophenone gave C-β-D-glucopyranoside instead.