4-O-methyl glucuronic acid

glucuronic acid, 4-O-methyl-

CAS: 2463-49-2 C7 H12 O7 MW: 208.16704000

Identification

Name4-O-methyl glucuronic acid
IUPAC(2S,3S,4R,5R)-2,4,5-trihydroxy-3-methoxy-6-oxohexanoic acid
CAS Number2463-49-2
FDA UNIISearch
Molecular FormulaC7 H12 O7
Molecular Weight208.16704000
Nikkaji NumberJ573.357J
XlogP3-2.00 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 1e+006 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 4-O-methyl glucuronic acid usage levels up tonot for fragrance use.
Recommendation for 4-O-methyl glucuronic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cashew sap plum fruit

Synonyms

glucuronic acid, 4-O-methyl- 4-O- methylglucuronic acid (2S,3S,4R,5R)-2,4,5- trihydroxy-3-methoxy-6-oxohexanoic acid PubMed: Structure analysis of a novel heteroxylan from the stem of Dendrobium officinale and anti-angiogenesis activities of its sulfated derivative. PubMed: Structure elucidation of an immunostimulatory arabinoxylan-type polysaccharide prepared from young barley leaves (Hordeum vulgare L.). PubMed: Prebiotic potential of neutral oligo- and polysaccharides from seed mucilage of Hyptis suaveolens. PubMed: Conservation in the mechanism of glucuronoxylan hydrolysis revealed by the structure of glucuronoxylan xylanohydrolase (CtXyn30A) from Clostridium thermocellum. PubMed: In situ enzyme aided adsorption of soluble xylan biopolymers onto cellulosic material. PubMed: Modifying solubility of polymeric xylan extracted from Eucalyptus grandis and sugarcane bagasse by suitable side chain removing enzymes. PubMed: The role of the glucuronoxylan carboxyl groups in the action of endoxylanases of three glycoside hydrolase families: A study with two substrate mutants. PubMed: The GH67 α-glucuronidase of Paenibacillus curdlanolyticus B-6 removes hexenuronic acid groups and facilitates biodegradation of the model xylooligosaccharide hexenuronosyl xylotriose. PubMed: Effect of xylan structure on reactivity in graft copolymerization and subsequent binding to cellulose. PubMed: Degradation mechanism of monosaccharides and xylan under pyrolytic conditions with theoretic modeling on the energy profiles. PubMed: GUX1 and GUX2 glucuronyltransferases decorate distinct domains of glucuronoxylan with different substitution patterns. PubMed: Quantitation of 4-O-methylglucuronic acid from plant cell walls. PubMed: Substituent-specific antibody against glucuronoxylan reveals close association of glucuronic acid and acetyl substituents and distinct labeling patterns in tree species. PubMed: Separation and characterization of acetyl and non-acetyl hemicelluloses of Arundo donax by ammonium sulfate precipitation. PubMed: Biochemical characterization and relative expression levels of multiple carbohydrate esterases of the xylanolytic rumen bacterium Prevotella ruminicola 23 grown on an ester-enriched substrate. PubMed: Studies on the starch and hemicelluloses fractionated by graded ethanol precipitation from bamboo Phyllostachys bambusoides f. shouzhu Yi. PubMed: Absence of branches from xylan in Arabidopsis gux mutants reveals potential for simplification of lignocellulosic biomass. PubMed: Structural and physico-chemical characterization of hemicelluloses from ultrasound-assisted extractions of partially delignified fast-growing poplar wood through organic solvent and alkaline solutions. PubMed: Purification, characterization and mass spectrometric sequencing of a thermophilic glucuronoyl esterase from Sporotrichum thermophile. PubMed: Cloning and expression analysis of a wood-associated xylosidase gene (PtaBXL1) in poplar tension wood. PubMed: Structural characterization and cytotoxic properties of a 4-O-methylglucuronoxylan from castanea sativa. 2. Evidence of a structure-activity relationship. PubMed: Identification of genes encoding microbial glucuronoyl esterases. PubMed: Structural characterization and cytotoxic properties of a 4-O-methylglucuronoxylan from Castanea sativa. PubMed: Evidence of the presence of 2-O-beta-D-xylopyranosyl-alpha-l-arabinofuranose side chains in barley husk arabinoxylan. PubMed: A polysaccharide from a tea (infusion) of Maytenus ilicifolia leaves with anti-ulcer protective effects. PubMed: Electrospray tandem mass spectrometry of underivatised acetylated xylo-oligosaccharides. PubMed: Arabidopsis fragile fiber8, which encodes a putative glucuronyltransferase, is essential for normal secondary wall synthesis. PubMed: Chemical composition and structural features of the macromolecular components of plantation Acacia mangium wood. PubMed: Extraction and characterization of original lignin and hemicelluloses from wheat straw. PubMed: Xylans from the medicinal herb Phyllanthus niruri. PubMed: Cloning, characterization, and functional expression of the Klebsiella oxytoca xylodextrin utilization operon (xynTB) in Escherichia coli. PubMed: Isolation and characterization of water-soluble hemicelluloses from flax shive. PubMed: Structure of a highly substituted beta-xylan of the gum exudate of the palm Livistona chinensis (Chinese fan). PubMed: Chemical compositions of hardwood and softwood pulps employing photoacoustic Fourier transform infrared spectroscopy in combination with partial least-squares analysis. PubMed: Structural characterisation of underivatised olive pulp xylo-oligosaccharides by mass spectrometry using matrix-assisted laser desorption/ionisation and electrospray ionisation. PubMed: In vitro fermentability of differently substituted xylo-oligosaccharides. PubMed: Patterns of methyl and O-acetyl esterification in spinach pectins: new complexity. PubMed: Immunomodulatory activity of acidic xylans in relation to their structural and molecular properties. PubMed: Characterization of O-acetyl-(4-O-methylglucurono)xylan isolated from birch and beech. PubMed: Distribution of uronic acids in xylans from various species of soft- and hardwood as determined by MALDI mass spectrometry. PubMed: Structural features of a water soluble gum polysaccharide from Murraya paniculata fruits. PubMed: Composition and effect of salt on rheological and gelation properties of Enterolobium contortisilliquum gum exudate. PubMed: Three-dimensional structure of the catalytic core of acetylxylan esterase from Trichoderma reesei: insights into the deacetylation mechanism. PubMed: Effects of purified endo-beta-1,4-xylanases of family 10 and 11 and acetyl xylan esterases on eucalypt sulfite dissolving pulp. PubMed: Inverting character of alpha-glucuronidase A from Aspergillus tubingensis. PubMed: An alpha-glucuronidase of Schizophyllum commune acting on polymeric xylan. PubMed: A (1-->3,6)-beta-d-galactosyl epitope containing uronic acids associated with bioactive pectins occurs in discrete cell wall domains in hypocotyl and root tissues of flax seedlings. PubMed: Similarity of monosaccharide, oligosaccharide and polysaccharide structures in gum exudate of Anacardium occidentale. PubMed: aguA, the gene encoding an extracellular alpha-glucuronidase from Aspergillus tubingensis, is specifically induced on xylose and not on glucuronic acid. PubMed: Isolation and analysis of a gene encoding alpha-glucuronidase, an enzyme with a novel primary structure involved in the breakdown of xylan. PubMed: An HPLC method for the quantitative determination of hexeneuronic acid groups in chemical pulps. PubMed: Characterisation of 4-deoxy-beta-L-threo-hex-4-enopyranosyluronic acid attached to xylan in pine kraft pulp and pulping liquor by 1H and 13C NMR spectroscopy. PubMed: Isolation and structural characterization of beta-D-glucosyluronic acid and 4-O-methyl beta-D-glucosyluronic acid-containing oligosaccharides from the cell-wall pectic polysaccharide, rhamnogalacturonan I. PubMed: [Estimated structure of the polysaccharide related eye lesions, and biological actions of 4-O-methylaldobiouronic acid and it's partially acetylated derivative]. PubMed: Formation of Novel Polysaccharides by Bradyrhizobium japonicum Bacteroids in Soybean Nodules. PubMed: Enzymic Studies of the Distribution Pattern of 4-O-Methylglucuronic Acid Residues in Glucuronoxylans from Sunflower Hulls. PubMed: Structural analysis of papaya polysaccharide II. PubMed: Isolation and characterization of a soybean lectin having 4-O-methylglucuronic acid specificity. PubMed: Extracellular polysaccharide composition, ex planta nitrogenase activity, and DNA homology in Rhizobium japonicum. PubMed: The localization of 4-O-methylglucuronic acid-containing glycosphingolipid on the cell surface of bivalve spermatozoa by use of an immunological method. PubMed: A soybean lectin having 4-O-methyl-D-glucuronic acid specificity. PubMed: Isolation and characterization of a 4-O-methylglucuronic acid-containing glycosphingolipid from spermatozoa of a fresh water bivalve, Hyriopsis schlegelii. PubMed: The isolation and characterization of 4-O-methylglucuronic acid-containing glycosphingolipid from spermatozoa of a fresh water bivalve, hyriopsis schlegelii. PubMed: Inhibition of glucuronokinase by substrate analogs. PubMed: The immunological specificity of type II Pneumococcus and its separation into partial specificities. II.