25878-60-8

Basic information

• Product Name: D-Galactopyranose pentaacetate
• Synonyms: 1,2,3,4,6-PENTA-O-ACETYL-D-GALACTOPYRANOSE;1,2,3,4,6-PENTA-O-ACETYL-D-GALACTOPYRANOSIDE;A-BETA-D-GALACTOSE PENTAACETATE;ALPHA, BETA-D-GALACTOSE PENTAACETATE;ALPHA-BETA-D-GALACTOSE PENTAACETATE (HIGH BETA);D-Galactopyranose pentaacetate;B-D-GALACTOSE PENTAACETATE 99%;AC-1
• CAS NO: 25878-60-8
• Molecular Formula: C₁₆H₂₂O₁₁
• Molecular Weight: 390.34
• Product Categories: Carbohydrates & Derivatives
• Mol File: 25878-60-8.mol
• Article Data: 304

Chemical Properties

• Melting Point: 113°C
• Boiling Point: 451°C
• Flash Point: 196°C
• Appearance: /
• Density: 1.30
• Vapor Pressure: 9.23E-08mmHg at 25°C
• Refractive Index: 1.482
• Storage Temp.: 2-8°C
• CAS DataBase Reference: D-Galactopyranose pentaacetate(CAS DataBase Reference)
• NIST Chemistry Reference: D-Galactopyranose pentaacetate(25878-60-8)
• EPA Substance Registry System: D-Galactopyranose pentaacetate(25878-60-8)

Safety Data

• Hazardous Substances Data: 25878-60-8(Hazardous Substances Data)

Usage

Description

D-Galactopyranose pentaacetate, also known as 1,2,3,4,6-Penta-O-acetyl-D-galactopyranose, is a derivative of D-galactose, a naturally occurring monosaccharide. It is an off-white solid with chemical properties that make it suitable for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
D-Galactopyranose pentaacetate is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to be fucosylated enzymatically makes it a valuable component in the production of fucosylated carbohydrates, which have potential applications in drug development.
Used in Biochemical Research:
In the field of biochemical research, D-Galactopyranose pentaacetate serves as a crucial building block for the synthesis of sugar nucleotides. These sugar nucleotides are essential for various biological processes and can be used to study the structure and function of complex carbohydrates.
Used in Chemical Synthesis:
D-Galactopyranose pentaacetate is also utilized in chemical synthesis as a versatile starting material for the preparation of various complex organic molecules. Its unique structure and functional groups make it an attractive candidate for the development of new chemical entities with potential applications in various industries.
Used in Material Science:
In material science, D-Galactopyranose pentaacetate can be employed in the development of novel materials with specific properties. Its ability to form complexes with other molecules can be exploited to create materials with tailored characteristics, such as improved mechanical strength or enhanced biocompatibility.

InChI:InChI=1/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14+,15-,16?/m1/s1

Upstream product

• 7322-31-8 β-D-mannose 
• 108-24-7 acetic anhydride 
• 530-26-7 D-Mannose 
• 4163-60-4 β-D-galactose peracetate 
• 552-76-1 D-mannose 
• 64-19-7 acetic acid 
• 73410-97-6 2-O-β-D-glucopyranosyl-1L-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol 
• 108-46-3 recorcinol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 492-62-6 alpha-D-glucopyranose 
• 50-99-7 D-glucose 
• 2280-44-6 D-Glucose 
• 3458-28-4 D-Mannose 
• 54325-28-9 (3R,4S,5R,6R)-6-(trityloxymethyl)tetrahydropyran-2,3,4,5-tetrol 

Downstream Products

• 13242-51-8 1-O-p-nitrophenyl-2,3,4,6-tetra-O-acetyl α-D-mannopyranoside 
• 125354-48-5 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside 
• 32934-24-0 S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 37797-55-0 1-O-phenyl-2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside 
• 2872-72-2 phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 2823-44-1 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl fluoride 
• 14227-52-2 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl chloride 
• 572-10-1 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl chloride 
• 13242-53-0 acetobromomannose 
• 6087-47-4 O³,O⁴,O⁶-triacetyl-O²-trichloroacetyl-β-D-mannopyranosyl chloride 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 174196-05-5 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4,6-diphenyl-2-thioxo-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester 
• 174196-09-9 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-4-phenyl-2-thioxo-6-p-tolyl-2H-pyridin-1-yl)-tetrahydro-pyran-3-yl ester 
• 174196-07-7 Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[6-(4-chloro-phenyl)-3-cyano-4-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

PROCESS OF SYNTHESIS OF β-6'SULFOQUINOVOSYL DIACYLGLYCEROLS

The present invention relates to a synthesis process of β-6-sulfoquinovosyl-diacylglycerols. In particular, said process is for the synthesis of the compounds 1,2-O-distearoyl-3-O-(β- sulfoquinovosyl)-R/S-glycerol, 1,2-O-distearoyl-3-O-(β-sulfoquinovosyl)-R-glycerol or 1,2- O-distearoyl-3-O-(β-sulfoquinovosyl)-S-glycerol, named respectively Sulfavant A, Sulfavant R and Sulfavant S.

Design, Synthesis, biological investigations and molecular interactions of triazole linked tacrine glycoconjugates as Acetylcholinesterase inhibitors with reduced hepatotoxicity

Tacrine is a known Acetylcholinesterase (AChE) inhibitors having hepatotoxicity as main liability associated with it. The present study aims to reduce its hepatotoxicity by synthesizing tacrine linked triazole glycoconjugates via Huisgen's [3 + 2] cycloaddition of anomeric azides and terminal acetylenes derived from tacrine. A series of triazole based glycoconjugates containing both acetylated (A-1 to A-7) and free sugar hydroxyl groups (A-8 to A-14) at the amino position of tacrine were synthesized in good yield taking aid from molecular docking studies and evaluated for their in vitro AChE inhibition activity as well as hepatotoxicity. All the hybrids were found to be non-toxic on HePG2 cell line at 200 μM (100 % cell viability) as compared to tacrine (35 % cell viability) after 24 h of incubation period. Enzyme kinetic studies carried out for one of the potent hybrids in the series A-1 (IC50 0.4 μM) revealed its mixed inhibition approach. Thus, compound A-1 can be used as principle template to further explore the mechanism of action of different targets involved in Alzheimer's disease (AD) which stands as an adequate chemical probe to be launched in an AD drug discovery program.

Inhibition of S. aureus Infection of Human Umbilical Vein Endothelial Cells (HUVECs) by Trehalose- and Glucose-Functionalized Gold Nanoparticles

Microbial adhesion to host cells represents the initial step in the infection process. Several methods have been explored to inhibit microbial adhesion including the use of glycopolymers based on mannose, galactose, sialic acid and glucose. These sugar re