18404-72-3

Basic information

• Product Name: BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-
• Synonyms: BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-;BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-GLUC OPYRANOSID;benzyl 4-o-β-d-galactopyranosyl-β-d-glucopyranoside;β-d-gal-(1→4)-β-d-glc-1→och2ph;Benzyl4-O-(b-D-galactopyranosyl)-b-D-glucopyranoside;Benzyl β-lactoside, β-D-Gal-(1-4)-β-D-Glc-1-OCH2Ph;Benzyl 4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside ,98%;PhenylMethyl 4-O-β-D-Galactopyranosyl-β-D-glucopyranoside
• CAS NO: 18404-72-3
• Molecular Formula: C₁₉H₂₈O₁₁
• Molecular Weight: 432.41902
• Product Categories: Carbohydrates & Derivatives;Detergents
• Mol File: 18404-72-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 169-171°C dec.
• Boiling Point: 701.1°C at 760 mmHg
• Flash Point: 377.8°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 1.25E-20mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: −20°C
• Solubility: Warm Methanol, Water
• CAS DataBase Reference: BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-(18404-72-3)
• EPA Substance Registry System: BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-D-(18404-72-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 18404-72-3(Hazardous Substances Data)

Usage

Description

BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-Dis a complex organic compound with a unique chemical structure. It is characterized by its white solid appearance and is known for its ability to interact with membrane-bound proteins.

Uses

Used in Biochemical Applications:
BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-Dis used as a nonionic detergent for the solubilization of membrane-bound proteins. This application is particularly important in the field of biochemistry and molecular biology, where the study and manipulation of proteins are crucial. The compound aids in the process of solubilizing proteins that are typically embedded within cellular membranes, allowing for further analysis and research.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-Dmay be utilized as a key component in the development of new drugs or drug delivery systems. Its ability to interact with proteins could potentially be harnessed to improve the efficacy of certain medications or to create targeted drug delivery methods.
Used in Chemical Research:
BENZYL 4-O-B-D-GALACTOPYRANOSYL-B-Dmay also be employed in chemical research, where its unique properties can be explored and potentially applied to the development of new materials or chemical processes. Its interaction with proteins could provide valuable insights into various biological and chemical phenomena.

InChI:InChI=1/C22H32O11/c1-22(2)32-18-13(9-24)30-21(16(27)19(18)33-22)31-17-12(8-23)29-20(15(26)14(17)25)28-10-11-6-4-3-5-7-11/h3-7,12-21,23-27H,8-10H2,1-2H3

Upstream product

• 67310-53-6 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 57764-18-8 benzyl hepta-O-acetyl-α,β-cellobioside 
• 5965-66-2 LACTOSE 
• 70223-97-1 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl bromide 
• 100-51-6 benzyl alcohol 
• 59-56-3 glucose 1-phosphate 
• 4304-12-5 (2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 3616-19-1 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 
• 33868-53-0 tributylstannyl benzyl ether 
• 5160-10-1 2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide 
• 112677-97-1 benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside 

Downstream Products

• 97604-22-3 benzyl 4-O-(4,6-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 112677-99-3 benzyl 6'-O-(methoxydimethyl) methyl β-lactoside 
• 112678-00-9 benzyl 6-O-(methoxydimethyl) methyl β-lactoside 
• 112677-97-1 benzyl 6,6'-di-O-(methoxydimethyl) methyl β-lactoside 
• 141484-97-1 benzyl 6'-O-butyryl-β-lactoside 
• 112697-05-9 benzyl 2,3',6'-tri-O-benzyl-β-lactoside 
• 112678-02-1 benzyl 2,6,3',6'-tetra-O-benzyl-β-lactoside 
• 136235-43-3 Benzyl 4',6'-O-benzylidene-β-lactopyranoside 
• 105165-62-6 benzyl O-(3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside 
• 18404-73-4 (2R,3R,4R,5S,6R)-2-(benzyloxy)-5-(((3aS,4R,6S,7R,7aR)-7-hydroxy-4-(hydroxymethyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 183296-89-1 benzyl (6-O-chloroacetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside 
• 183296-91-5 benzyl 6-O-levulinoyl-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside 
• 405509-61-7 benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside 
• 591774-15-1 benzyl (6-O-acetyl-3,4-O-isopropylidene-2-O-levulinoyl-β-D-galactopyranosyl)-1->4)-β-D-glucopyranoside 

Relevant articles and documents

Highly efficient chemoenzymatic synthesis of β1-4-linked galactosides with promiscuous bacterial β1-4-galactosyltransferases

Two bacterial β1-4-galactosyltransferases, NmLgtB and Hp1-4GalT, exhibit promiscuous and complementary acceptor substrate specificity. They have been used in an efficient one-pot multienzyme system to synthesize LacNAc, lactose, and their derivatives including those containing negatively charged 6-O-sulfated GlcNAc and C2-substituted GlcNAc or Glc, from monosaccharide derivatives and inexpensive Glc-1-P.

Synthesis of lacto-N-tetraose

Human milk oligosaccharides (HMOs) are the third largest macromolecular component of breast milk and offer infants numerous health benefits, most of which stem from the development of a healthy microbiome. Characterization, quantification, and chemical de

Synthesis and biological evaluation of α-galactosylceramide (KRN7000) and isoglobotrihexosylceramide (iGb3)

Glycoceramides can activate NKT cells by binding with CD1d to produce IFN-γ, IL-4, and other cytokines. An efficient synthetic pathway for α-galactosylceramide (KRN7000) was established by coupling a protected galactose donor to a properly protected ceramide. During the investigation, it was discovered that when the ceramide was protected with benzyl groups, only β-galactosylceramide was produced from the glycosylation reaction. In contrast, the ceramide with benzoyl protecting groups produced α-galactosylceramide. Isoglobotrihexosylceramide (iGb3) was prepared by glycosylation of Galα1-3Galβ1-4Glc donor with 2-azido-sphingosine in high yield. Biological assays on the synthetic KRN7000 and iGb3 were performed using human and murine iNKT cell clones or hybridomas.