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GENTIOBIOSE is a disaccharide composed of two units of D-glucose, which is a type of sugar molecule. It is a white to off-white fine crystalline powder in its chemical form.

554-91-6

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Basic information
1. Product Name: GENTIOBIOSE
2. Synonyms: 6-O-beta-D-Glucopyranosyl-D-glucose, Amygdalose;(3R,4S,5S,6R)-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol;6-O-B-D-GLUCOPYRANOSYL-D-GLUCOSE;6-O-BETA-D-GLUCOPYRANOSYL-BETA-D-GLUCOSE;6-O-BETA-D-GLUCOPYRANOSYL-D-GLUCOSE;AMYGDALOSE;BETA-GENTOBIOSE;BETA-GENTIOBIOSE
3. CAS NO:554-91-6
4. Molecular Formula: C₁₂H₂₂O₁₁
5. Molecular Weight: 342.3
6. EINECS: 209-074-0
7. Product Categories: carbohydrate;Other APIs;Basic Sugars (Mono & Oligosaccharides);Biochemistry;Disaccharides;Sugars;Dextrins、Sugar & Carbohydrates
8. Mol File: 554-91-6.mol
Chemical Properties
1. Melting Point: 195-197 °C (dec.)
2. Boiling Point: 397.76°C (rough estimate)
3. Flash Point: 354.6 °C
4. Appearance: White to Off-white/Powder
5. Density: 1.4149 (rough estimate)
6. Vapor Pressure: 2.18E-20mmHg at 25°C
7. Refractive Index: 9.5 ° (C=4, H2O)
8. Storage Temp.: 0-6°C
9. Solubility: N/A
10. PKA: 12.45±0.20(Predicted)
11. Water Solubility: Slightly soluble in water.
12. Merck: 14,4396
13. BRN: 93354
14. CAS DataBase Reference: GENTIOBIOSE(CAS DataBase Reference)
15. NIST Chemistry Reference: GENTIOBIOSE(554-91-6)
16. EPA Substance Registry System: GENTIOBIOSE(554-91-6)
Safety Data
1. Hazard Codes: N/A
2. Statements: N/A
3. Safety Statements: N/A
4. WGK Germany: 3
5. RTECS:
6. F: 3-10
7. HazardClass: N/A
8. PackingGroup: N/A
9. Hazardous Substances Data: 554-91-6(Hazardous Substances Data)

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554-91-6 Suppliers

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554-91-6 Usage

Uses

Used in Pharmaceutical Industry:
GENTIOBIOSE is used as a binding agent in assays for determining the interaction between coelomic cytolytic factor 1 (CCF-1) and β-1,3-glucans. This interaction is crucial for stimulating the pro-PO-activating system, which plays a role in the immune response.
Used in Research and Development:
GENTIOBIOSE is used as a research tool in the development of new drugs and therapies, particularly in the field of immunology and cell signaling. Its unique structure allows it to be used in binding assays to study the interactions between various molecules and receptors.
Used in Analytical Chemistry:
As a fine crystalline powder, GENTIOBIOSE can be used in analytical chemistry for the identification and quantification of related compounds, as well as for the development of new analytical methods and techniques.

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 554-91-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 4 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 554-91:
(5*5)+(4*5)+(3*4)+(2*9)+(1*1)=76
76 % 10 = 6
So 554-91-6 is a valid CAS Registry Number.

InChI:InChI=1/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12-/m1/s1

554-91-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name	gentiobiose

1.2 Other means of identification

Product number	-
Other names	AMYGDALOSE

1.3 Recommended use of the chemical and restrictions on use

Identified uses	For industry use only.
Uses advised against	no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number	-
Service hours	Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:554-91-6 SDS

554-91-6Synthetic route

: 50-99-7
D-glucose

: 554-91-6
O6-β-D-Glucopyranosyl-D-glucose

Conditions	Yield
at 60℃; Rate constant;
at 80℃; Rate constant;
at 100℃; Rate constant;

Conditions	Yield
With Arthrobacter sp. DL001 α-D-glucoside glucohydrolase; water at 30℃; for 0.5h; pH=5.5; citrate-phosphate buffer; Enzymatic reaction;
With C-terminally His6-tagged Oryza sativa L. β-glucosidase OsTAGG2 In aq. acetate buffer at 37℃; for 0.166667h; pH=5; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;