isoprimeverose

D-glucose, 6-O-alpha-D-xylopyranosyl-

CAS: 534-98-5 C11 H20 O10 MW: 312.27240000

Identification

Nameisoprimeverose
IUPAC(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyhexanal
CAS Number534-98-5
FDA UNIISearch
Molecular FormulaC11 H20 O10
Molecular Weight312.27240000
Nikkaji NumberJ15.946H

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 724.58 °C. @ 760.00 mm Hg (est)
Flash Point 528.00 °F. TCC ( 275.60 °C. ) (est)
logP (o/w) -3.679 (est)
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 isoprimeverose usage levels up tonot for fragrance use.
Recommendation for isoprimeverose flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

D- glucose, 6-O-a-D-xylopyranosyl- D- glucose, 6-O-alpha-D-xylopyranosyl- (2R,3S,4R,5R)-2,3,4,5- tetrahydroxy-6-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyhexanal alpha- xylosyl-(1-6)-glucose PubMed: Enhancement of fermentable sugar yields by α-xylosidase supplementation of commercial cellulases. PubMed: Trans-α-xylosidase, a widespread enzyme activity in plants, introduces (1→4)-α-d-xylobiose side-chains into xyloglucan structures. PubMed: Trans-α-xylosidase and trans-β-galactosidase activities, widespread in plants, modify and stabilize xyloglucan structures. PubMed: Biochemical and molecular characterization of secreted α-xylosidase from Aspergillus niger. PubMed: Water stress and cell wall polysaccharides in the apical root zone of wheat cultivars varying in drought tolerance. PubMed: Structure of the Sulfolobus solfataricus alpha-glucosidase: implications for domain conservation and substrate recognition in GH31. PubMed: Widespread occurrence of a covalent linkage between xyloglucan and acidic polysaccharides in suspension-cultured angiosperm cells. PubMed: Overexpression and characterization of two unknown proteins, YicI and YihQ, originated from Escherichia coli. PubMed: Primary cell wall composition of bryophytes and charophytes. PubMed: Enzymatic synthesis and hydrolysis of xylogluco-oligosaccharides using the first archaeal alpha-xylosidase from Sulfolobus solfataricus. PubMed: Fingerprinting of polysaccharides attacked by hydroxyl radicals in vitro and in the cell walls of ripening pear fruit. PubMed: Xyloside transport by XylP, a member of the galactoside-pentoside-hexuronide family. PubMed: Identification and molecular characterization of the first alpha -xylosidase from an archaeon. PubMed: Analysis of the oligosaccharide units of xyloglucans by digestion with isoprimeverose-producing oligoxyloglucan hydrolase followed by anion-exchange chromatography. PubMed: Functional expression in Lactobacillus plantarum of xylP encoding the isoprimeverose transporter of Lactobacillus pentosus. PubMed: Cloning, sequence analysis, and characterization of the genes involved in isoprimeverose metabolism in Lactobacillus pentosus. PubMed: Purification and characterization of an intracellular alpha-D-xylosidase from Penicillium wortmannii IFO 7237. PubMed: Sequencing of xyloglucan oligosaccharides by partial Driselase digestion: the preparation and quantitative and qualitative analysis of two new tetrasaccharides. PubMed: Classification of some alpha-glucosidases and alpha-xylosidases on the basis of substrate specificity. PubMed: Purification and characterization of an intracellular alpha-D-xylosidase II from Aspergillus flavus MO-5. PubMed: Isolation of Aspergillus flavus MO-5 producing two types of intracellular alpha-D-xylosidases: purification and characterization of alpha-D-xylosidase I. PubMed: Xyloglucan antibodies inhibit auxin-induced elongation and cell wall loosening of azuki bean epicotyls but not of oat coleoptiles. PubMed: Purification and characterization of a xyloglucan oligosaccharide-specific xylosidase from pea seedlings. PubMed: Incorporation of UDP-[C]Glucose into Xyloglucan by Pea Membranes. PubMed: Preparation and characterization of antibodies against 6-O-alpha-D-xylopyranosyl-beta-D-glucopyranose (beta-isoprimeverose), the disaccharide unit of xyloglucan in plant cell-walls. PubMed: Purification and properties of an alpha-D-xylosidase from Aspergillus niger. PubMed: A novel enzyme producing isoprimeverose from oligoxyloglucans of Aspergillus oryzae. PubMed: Biosynthesis of xyloglucan in suspension-cultured soybean cells. An assay method for xyloglucan xylosyltransferase and attempted synthesis of xyloglucan from UDP-D-xylose.