25954-44-3

Basic information

• Product Name: GENTIANOSE
• Synonyms: GENTIANOSE;O-beta-D-glucopyranosyl-(1->6)-beta-D-fructofuranosyl-alpha-D-glucopyranoside;β-D-Fructofuranosyl 6-O-(β-D-glucopyranosyl)-α-D-glucopyranoside
• CAS NO: 25954-44-3
• Molecular Formula: C₁₈H₃₂O₁₆
• Molecular Weight: 504.44
• EINECS: 247-364-9
• Product Categories: Sugars, Carbohydrates & Glucosides
• Mol File: 25954-44-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 208-210°C
• Boiling Point: 884.8oC at 760 mmHg
• Flash Point: 488.9oC
• Appearance: /
• Density: 1.81g/cm3
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Water (Slightly, Heated)
• PKA: 12.81±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: GENTIANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: GENTIANOSE(25954-44-3)
• EPA Substance Registry System: GENTIANOSE(25954-44-3)

Safety Data

• Hazardous Substances Data: 25954-44-3(Hazardous Substances Data)

Usage

Uses

Gentianose is a trisaccharide and phytochemical found in bitter gentian teas with antimicrobial, anti-inflammatory and antioxidant properties.

Upstream product

• 57-50-1 Sucrose 
• 14227-87-3 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl chloride 
• 10257-28-0 D-Galactose 
• 9005-25-8 starch 

Relevant articles and documents

Transglucosylation activities of multiple forms of alpha-glucosidase from spinach.

Transglucosylation activities of spinach alpha-glucosidase I and IV, which have different substrate specificity for hydrolyzing activity, were investigated. In a maltose mixture, alpha-glucosidase I, which has high activity toward not only maltooligosaccharides but also soluble starch and can hydrolyze isomaltose, produced maltotriose, isomaltose, and panose, and alpha-glucosidase IV, which has high activity toward maltooligosaccharides but faint activity toward soluble starch and isomaltose, produced maltotriose, kojibiose, and 2,4-di-alpha-D-glucosyl-glucose. Transglucosylation to sucrose by alpha-glucosidase I and IV resulted in the production of theanderose and erlose, respectively, showing that spinach alpha-glucosidase I and IV are useful to synthesize the alpha-1,6-glucosylated and alpha-1,2- and 1,4-glucosylated products, respectively.

First direct glycosylation of unprotected nonreducing mono- and disaccharides

The first single-step random-glycosylation methodology for fully unprotected glycosyl acceptors is reported by random glycosylation leading to all possible regioisomers. For such systems conventional glycosylation methods such as Koenigs-Knorr glycosylation, Schmidt's trichloroacetimidate glycosylation and reactions employing glycosyl fluoride donors fail entirely. Starting from unprotected nonreducing saccharides, the glycosylation of β-glucosylated and β-galactosylated monosaccharides (Glc, Gal), symmetric disaccharides (e.g. α,α-trehaloses) as well as unsymmetric disaccharides (e.g. sucrose) were studied. The influence of base type and concentration were examined. Several libraries of di- and trisaccharides were generated. All regioisomers were formed in approximately equal proportions, and their partial separation was achieved by flash column chromatography. Even though it appears that overall yields are lower when comparing to classical protecting-group chemistry, this synthetic effort may be superior especially for access to higher saccharides. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.