7296-64-2

Basic information

• Product Name: .beta.-D-Galactopyranose
• Synonyms: .beta.-D-Galactopyranose;(2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• CAS NO: 7296-64-2
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.1559
• Product Categories: Carbohydrates & Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 7296-64-2.mol
• Article Data: 52

Chemical Properties

• Melting Point: 179-179.5 °C
• Boiling Point: 410.8°Cat760mmHg
• Flash Point: 202.2°C
• Appearance: /
• Density: 1.732g/cm³
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Water (Slightly)
• PKA: 12.12±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: .beta.-D-Galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-Galactopyranose(7296-64-2)
• EPA Substance Registry System: .beta.-D-Galactopyranose(7296-64-2)

Safety Data

• Hazardous Substances Data: 7296-64-2(Hazardous Substances Data)

Usage

Uses

β-D-Galactose s the beta anomer of D-Galactose (G155250), the C-4 epimer of Glucose (G595000). D-Galactose is found in milk and sugar beets as well as being synthesized by the body.

Definition

ChEBI: A D-galactopyranose having beta-configuration at the anomeric centre.

Purification Methods

D-Galactose (40g) is dissolved in hot H2O to establish the equilibrium of and anomers; then the solution is cooled to 0o and poured into absolute EtOH (500mL). Stir vigorously and crystallisation occurs within a few minutes, and more rapidly if seeded, filter the crystals immediately (7g, [] D 20 +65o (initial, c 4 in H2O). This mixture of and anomers is further separated by dissolving in an equal weight of cold H2O, filtering and adding to ice cold absolute EtOH (250mL) and stirring for 1minute when crystals separate, then filter them off. After two such crystallisations, the initial [] D 20 is +53o. This can be further purified by shaking with 80% EtOH for 2minutes, filtering, washing with EtOH and Et2O, and drying in a vacuum desiccator to give -Dgalactose (15g) with m 167o, [ ] D 20 +52o (initial, c 4 in H2O) mutarotating to +80.4o. Acetylation of Dgalactose with hot NaOAc/Ac2O gives -D-galactopyranoside pentaacetate m 1 4 2o, [ ] D 25 +25 (c 4 in CHCl3). [Wolfrom & Thompson Methods in Carbohydrate Chemistry I 120 1962, Academic Press, Beilstein 1 IV 4336.]

InChI:InChI=1/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6-/m1/s1

Upstream product

• 5094-33-7 p-aminophenyl β-D-galactopyranoside 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 136565-96-3 resorufinyl β-D-galactopyranoside 
• 5965-66-2 LACTOSE 
• 482-36-0 Hyperoside 
• 51330-27-9 soyasaponin I 
• 1028100-35-7 3-O-β-D-galactopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->3)]-β-D-glucuronopyranosyl gypsogenin 28-O-(6-O-acetyl)-β-D-glucopyranosyl-(1->3)-[β-D-xylopyranosyl-(1->4)]-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside 
• 1028100-34-6 3-O-β-D-galactopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->3)]-β-D-glucuronopyranosyl gypsogenin 28-O-α-L-arabinopyranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside 
• 1028100-33-5 3-O-β-D-galactopyranosyl-(1->2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside 
• 1028100-31-3 gypsogenin 28-O-α-D-galactopyranosyl’-(1→6)-β-D-glucopyranosyl-(1 →6)[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosylester 
• 1028100-28-8 quillaic acid 3-O-β-D-galactopyranosyl-(1->2)-[β-D-galactopyranosyl-(1->3)]-β-D-glucuronopyranoside 
• 6160-78-7 4-methylumbelliferyl-β-D-galactopyranoside 
• 2816-24-2 o-nitrophenyl D-galactopyranoside 
• 56763-10-1 2-chloroethyl 1-thio-β-D-galactopyranoside 

Downstream Products

• 644-76-8 1,6-anhydro-β-D-galactopyranose 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 572-09-8 acetobromogalactose 
• 608-66-2 D-galactitol 
• 64-18-6 formic acid 
• 123-76-2 levulinic acid 
• 217644-11-6 3,4-O-isopropylidene-6-S-phenyl-6-thio-α-D-galactopyranoside 
• 217644-13-8 benzyl 3,4-O-isopropylidene-2-O-<(S-methylthio)-thiocarbonyl>-α-D-galactopyranoside 
• 217644-09-2 benzyl 2-deoxy-3,4-O-isopropylidene-α-D-lyxohexo-pyranoside 
• 217644-10-5 (3aS,4R,7R,7aR)-6-Benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 126900-97-8 benzyl 6-deoxy-3,4-O-isopropylidene-6-phenylthio-α-D-galactopyranoside 
• 57-50-1 sucrose 
• 144002-27-7 allyl 6-O-(tert-butyldiphenylsilyl)-D-galactopyranosyl-β-(1,4)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 144002-28-8 C₆₅H₈₃NO₁₁Si₃ 

Relevant articles and documents

Immobilization of β-galactosidase onto Sepharose and stabilization in room temperature ionic liquids

The hydrolysis of o-nitrophenyl-β-d-galactopyranoside (ONPG) by β-galactosidase immobilized on Sepharose CL-4B was investigated in five different ionic liquids (ILs), 1-butyl-3-methylimidazolium X-; [X = CF3SO3-, BF4-, PF6-, CH3SO4-and N(CN)2-]. Michaelis-Menten kinetic studies were conducted in phosphate buffer and in the five ionic liquids. For the immobilized enzyme in the ILs, the Km values were lower (0.36-1.2 mmol ONPG) while the Vmax values were higher (0.04-0.008 min- 1) compared to those in aqueous phosphate buffer suggesting a marked increase in the efficiency of the immobilized enzyme in the ionic liquid. For the free enzyme in the ionic liquids, the Km values, in general, were larger (0.45-4.96 mmol ONPG) than those of the immobilized enzyme in the ionic liquid. A postulated mechanism for the hydrolysis is suggested, involving interception of the intermediate oxonium ion species by the counter ion of the ionic liquid, thereby enabling the hydrolysis to occur at a faster rate.

A novel acylated flavonol tetraglycoside and rare oleanane saponins with a unique acetal-linked dicarboxylic acid substituent from the xero-halophyte Bassia indica

In recent years, the scientific interest and particularly the economic significance of halophytic plants has been highly demanding due to the medicinal and nutraceutical potential of its bioactive compounds. A xero-halophyte Bassia indica is deemed to be

Bioactive oleanane-type saponins from Hylomecon Japonica

Six undescribed oleanane-type saponins, named as Hylomeconosides L-Q, were isolated from the whole herb of Hylomecon Japonica, their structures were determined by analysis of 1D and 2D-NMR (1H–1H COSY, HSQC, and HMBC) spectroscopic data, mass spectrometry (HRESI-MS) and chromatographic data (GC and LC). Their structures were identified as 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-galactopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-β-L-arabinopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-xylopyranosyl-(1 → 3)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranoside. Hylomeconosides L-Q showed selective cytotoxicities against human cancer cell lines A549, AGS, HeLa, Huh 7, HT29 and K562. These results represent a contribution to the chemotaxonomy of the saponins of Hylomecon Japonica and their bioactivities.