GENTIOBIOSE Chemical Properties

Melting point:

195-197 °C (dec.)

Boiling point:

397.76°C (rough estimate)

Density 

1.4149 (rough estimate)

refractive index 

9.5 ° (C=4, H2O)

storage temp. 

Sealed in dry,2-8°C

solubility 

Water (Sparingly)

pka

12.45±0.20(Predicted)

form 

Powder

color 

White to Off-white

optical activity

Alpha type +21.4 → +8.7 Beta type -11 → +9.6

Water Solubility 

Slightly soluble in water.

Merck 

14,4396

BRN 

93354

CAS DataBase Reference

554-91-6(CAS DataBase Reference)

Safety Information

WGK Germany 

3

F 

3-10

HS Code 

29400090

MSDS

• Language:English Provider:SigmaAldrich

GENTIOBIOSE Usage And Synthesis

Chemical Properties

white to off-white fine crystalline powder

Uses

A disaccharide composed of two units of D-glucose

Uses

Gentiobiose was used in binding assays to determine if coelomic cytolytic factor 1 (CCF-1) binds to β-1,3-glucans to stimulate the pro-PO-activating system.

Purification Methods

-Gentiobiose is best purified via the octaacetate which is recrystallised from MeOH, EtOH or better from methyl cellosolve by heating at 80o. The octaacetate (15g) is hydrolysed by suspending it in dry 0.05N NaOMe in MeOH (180mL) for 1hour with occasional shaking at room temperature. Dilute this with H2O to dissolve suspended matter, pass through Amberlite IR-120 and Duolite A-4 columns and the eluate is evaporated under reduced pressure to a syrup. Residual H2O is removed by repeated distillation with absolute EtOH under reduced pressure. The syrup is dissolved in methyl cellosolve (~40mL), filtered, nucleated and placed in an oven at 80o. The crystals are filtered off, washed with absolute EtOH (yield 6.7g, 89%), dried and have m 187-189o. Further recrystallisation from methyl cellosolve gives m 190o, and mutarotates from [] D 28 -1.5o (initial) to +10.6o (final, c 4, H2O). The -octaacetate has m 193o (crystallised from 95% EtOH) and has [] D 20 -5o (c 1.8, CHCl3). [Goldstein & Whelan Methods in Carbohydrate Chemistry I 313 1962, Academic Press, Beilstein 17/7 V 203.]

GENTIOBIOSE(554-91-6)Related Product Information

• Furan
• Morpholine
• manninotriose
• Polyacrylamide
• BETA-GLUCOSIDASE
• D(+)-Glucose
• β-Gentiobiose octaacetate
• B-GENTIOBIOSE OCTAACETATE,GENTIOBIOSE OCTAACETATE, B,BETA-D-GENTIOBIOSE OCTAACETATE,BETA-GENTIOBIOSE OCTAACETATE
• ?-D-GENTIOBIOSE
• 1-O-Gentiobiosyl-3,7-dimethoxy-8-hydroxyxanthone
• B-GENTIOBIOSE,GENTIOBIOSE,BETA-GENTIOBIOSE,BETA-D-GENTIOBIOSE
• GENTIOBIOSE OCTAACETATE, B-(RG)
• -D-GENTIOBIOSE extrapure for biochemistry
• GENTIOBIOSE