isoprimeverose
D-glucose, 6-O-alpha-D-xylopyranosyl-
Identification
| Name | isoprimeverose |
| IUPAC | (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyhexanal |
| CAS Number | 534-98-5 |
| FDA UNII | Search |
| Molecular Formula | C11 H20 O10 |
| Molecular Weight | 312.27240000 |
| Nikkaji Number | J15.946H |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for isoprimeverose usage levels up to | not for fragrance use. |
| Recommendation for isoprimeverose flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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 (1â4)-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.