Product Name

  • Name

    GENTIOBIOSE

  • EINECS 209-074-0
  • CAS No. 554-91-6
  • Article Data37
  • CAS DataBase
  • Density 1.76 g/cm3
  • Solubility CLEAR TO SLIGHTLY HAZY COLORLESS TO FAINT YELLOW SOLUTION AT 100MG/ML IN WATER
  • Melting Point 195-197 °C (dec.)
  • Formula C12H22 O11
  • Boiling Point 662.8 °C at 760 mmHg
  • Molecular Weight 342.3
  • Flash Point 354.6 °C
  • Transport Information
  • Appearance WHITE TO OFF-WHITE POWDER
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 554-91-6 (GENTIOBIOSE)
  • Hazard Symbols
  • Synonyms Gentiobiose(6CI,8CI); 6-(b-D-Glucosido)-D-glucose;Amygdalose; D-Gentiobiose
  • PSA 197.37000
  • LogP -5.55460

Synthetic route

D-glucose
50-99-7

D-glucose

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
mit Hilfe eines Emulsin-Praeparats aus Mandeln;
amygdalin
29883-15-6

amygdalin

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
With Pd-BaSO4; water Hydrogenation;
O3,O5-<(Ξ)-benzylidene>-O1,O2-isopropylidene-O6-β-D-glucopyranosyl-α-D-glucofuranose

O3,O5-<(Ξ)-benzylidene>-O1,O2-isopropylidene-O6-β-D-glucopyranosyl-α-D-glucofuranose

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
With sulfuric acid
chloroform
67-66-3

chloroform

iodine
7553-56-2

iodine

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
13032-61-6

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

silver oxide

silver oxide

calcium sulfate

calcium sulfate

A

levoglucosan
498-07-7

levoglucosan

B

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

O6-β-D-Glucopyranosyl-D-glucose

C

gentiotriose

gentiotriose

D

gentiotetraose

gentiotetraose

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit Bariummethylat in Methanol;
D-glucose
50-99-7

D-glucose

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

Conditions
ConditionsYield
With hydrogenchloride
hydrogenchloride
7647-01-0

hydrogenchloride

levoglucosan
498-07-7

levoglucosan

A

D-glucose
50-99-7

D-glucose

B

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

O6-β-D-Glucopyranosyl-D-glucose

C

isomaltose

isomaltose

D

cellobiose; product 5: polysaccharides

cellobiose; product 5: polysaccharides

D-glucose
50-99-7

D-glucose

water
7732-18-5

water

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
Einw. von Emulsin;
D-glucose
50-99-7

D-glucose

water
7732-18-5

water

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

cellobiose
528-50-7

cellobiose

Conditions
ConditionsYield
Einw. von Emulsin;
hydrogenchloride
7647-01-0

hydrogenchloride

D-glucose
50-99-7

D-glucose

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

D-glucose
50-99-7

D-glucose

sulfuric acid
7664-93-9

sulfuric acid

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

Conditions
ConditionsYield
at 60 - 120℃; Equilibrium constant;
D-glucose
50-99-7

D-glucose

aqueous sulfuric acid (0.5n)

aqueous sulfuric acid (0.5n)

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

Conditions
ConditionsYield
at 60℃; Rate constant;
at 80℃; Rate constant;
at 100℃; Rate constant;
D-glucose
50-99-7

D-glucose

aqueous sulfuric acid (1n)

aqueous sulfuric acid (1n)

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

Conditions
ConditionsYield
at 100℃; Rate constant;
D-glucose
50-99-7

D-glucose

aqueous sulfuric acid (2n)

aqueous sulfuric acid (2n)

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

isomaltose

isomaltose

Conditions
ConditionsYield
at 100℃; Rate constant;
D-glucose
50-99-7

D-glucose

water
7732-18-5

water

A

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

O6-β-D-Glucopyranosyl-D-glucose

B

laminaribiose

laminaribiose

Conditions
ConditionsYield
in Gegenwart von sauren Kationenaustauschern;
5,7,3',4'-tetrahydroxyflavonol-3-O-[β-D-glucopyranosyl(1→6)]-β-D-glucopyranoside
7431-83-6

5,7,3',4'-tetrahydroxyflavonol-3-O-[β-D-glucopyranosyl(1→6)]-β-D-glucopyranoside

A

quercetol
117-39-5

quercetol

B

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
With rhamnodiastase Enzymatic reaction;
isorhamnetin 3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside

isorhamnetin 3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside

A

isorhamnetin
480-19-3

isorhamnetin

B

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

O6-β-D-Glucopyranosyl-D-glucose

Conditions
ConditionsYield
With rhamnodiastase Enzymatic reaction;
ammonium carbamate
1111-78-0

ammonium carbamate

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

O6-β-D-Glucopyranosyl-D-glucose

C12H23NO10*CH3NO2

C12H23NO10*CH3NO2

Conditions
ConditionsYield
With ammonium hydroxide In methanol at 37℃; for 12h;85%
α-D-glucopyranosyl-1-phosphate
59-56-3

α-D-glucopyranosyl-1-phosphate

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

O6-β-D-Glucopyranosyl-D-glucose

β-Glcp-(1->4)-[β-Glcp-(1->6)]-Glcp

β-Glcp-(1->4)-[β-Glcp-(1->6)]-Glcp

Conditions
ConditionsYield
With recombinant cellobiose phosphorylase from Clostridium thermocellum ATCC27405 of glycoside hydrolase family 94 at 60℃; for 3h; pH=3.9; aq. acetate buffer; Enzymatic reaction; regioselective reaction;73%
acetic anhydride
108-24-7

acetic anhydride

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

O6-β-D-Glucopyranosyl-D-glucose

β-D-gentiobiose octaacetate
4613-78-9

β-D-gentiobiose octaacetate

Conditions
ConditionsYield
With pyridine
With sodium acetate
acetic anhydride
108-24-7

acetic anhydride

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

O6-β-D-Glucopyranosyl-D-glucose

O1,O2,O3,O4-Tetraacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranose
58769-76-9

O1,O2,O3,O4-Tetraacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranose

Conditions
ConditionsYield
With zinc(II) chloride
propionic acid anhydride
123-62-6

propionic acid anhydride

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

O6-β-D-Glucopyranosyl-D-glucose

O1,O2,O3,O4-Tetrapropionyl-O6-(tetra-O-propionyl-β-D-glucopyranosyl)-ξ-D-glucopyranose

O1,O2,O3,O4-Tetrapropionyl-O6-(tetra-O-propionyl-β-D-glucopyranosyl)-ξ-D-glucopyranose

Conditions
ConditionsYield
With pyridine
4-nitro-aniline
100-01-6

4-nitro-aniline

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

O6-β-D-Glucopyranosyl-D-glucose

O2,O3,O4-triacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-D-glucose-(4-nitro-phenylimine)

O2,O3,O4-triacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-D-glucose-(4-nitro-phenylimine)

Conditions
ConditionsYield
With methanol; acetic acid Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin;
O6-β-D-Glucopyranosyl-D-glucose
554-91-6

O6-β-D-Glucopyranosyl-D-glucose

(1S,2R)-3-β-D-glucopyranosyloxy-1-(1-phenyl-1H-pyrazolo[3,4-b]quinoxalin-3-yl)-propane-1,2-diol
80859-41-2, 122361-52-8, 122441-27-4

(1S,2R)-3-β-D-glucopyranosyloxy-1-(1-phenyl-1H-pyrazolo[3,4-b]quinoxalin-3-yl)-propane-1,2-diol

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

O6-β-D-Glucopyranosyl-D-glucose

O2,O3,O4,O5-tetraacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-D-glucononitrile
50711-11-0

O2,O3,O4,O5-tetraacetyl-O6-(tetra-O-acetyl-β-D-glucopyranosyl)-D-glucononitrile

Conditions
ConditionsYield
With ethanol; hydroxylamine Erhitzen des Reaktionsprodukts mit Acetanhydrid und Natriumacetat;
O6-β-D-Glucopyranosyl-D-glucose
554-91-6

O6-β-D-Glucopyranosyl-D-glucose

2-oxopropanal
78-98-8

2-oxopropanal

Conditions
ConditionsYield
Einfluss der Alkalikonzentration und der Temperatur auf die Bildung;
O6-β-D-Glucopyranosyl-D-glucose
554-91-6

O6-β-D-Glucopyranosyl-D-glucose

O2,O3,O4,O5-tetramethyl-O6-(tetra-O-methyl-β-D-glucopyranosyl)-D-gluconic acid methyl ester
117883-99-5

O2,O3,O4,O5-tetramethyl-O6-(tetra-O-methyl-β-D-glucopyranosyl)-D-gluconic acid methyl ester

Conditions
ConditionsYield
With water; bromine; barium benzoate anschliessend mit wss. Natronlauge und Dimethylsulfat erwaemen und Behandeln des Reaktionsprodukts mit Methyljodid und Silberoxid;
thiophenol
108-98-5

thiophenol

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

O6-β-D-Glucopyranosyl-D-glucose

gentibiose diphenyldithioacetal

gentibiose diphenyldithioacetal

Conditions
ConditionsYield
With trifluoroacetic acid Ambient temperature; 12-15 h;
O6-β-D-Glucopyranosyl-D-glucose
554-91-6

O6-β-D-Glucopyranosyl-D-glucose

D-glucose
50-99-7

D-glucose

Conditions
ConditionsYield
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;

Gentiobiose Chemical Properties

Product Name: Gentiobiose (CAS NO.554-91-6)


Molecular Formula: C12H22O11
Molecular Weight: 342.3g/mol
Mol File: 554-91-6.mol
Einecs: 209-074-0
Appearance: white to off-white fine crystalline powder
Melting Point: 195-197 °C (dec.)
Boiling point: 662.8 °C at 760 mmHg
Storage Temperature: 0-6°C
Density: 1.76 g/cm3
Refractive index: 9.5 ° (C=4, H2O)
Water Solubility: clear to slightly hazy colorless to faint yellow solution at 100mg/ml in water
Product Categories: Basic Sugars (Mono and Oligosaccharides); Biochemistry; Disaccharides; Sugars; Dextrins、Sugar and Carbohydrates
Synonyms of  Gentiobiose (CAS NO.554-91-6): 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 ; beta-d-gentiobiose ; b-d-gentiobiose .

Gentiobiose Uses

 Gentiobiose (CAS NO.554-91-6) is the plant glycosides, phage DNA elements.It's also mainly for chemical and biochemical research.

Gentiobiose Production

Gentian from sugar (glucose 3) partially hydrolyzed derived, or glucose prepared by the reaction.

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