2715-36-8

Basic information

• Product Name: 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose
• Synonyms: 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose;6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose;Diisopropylidenegalactose 6-methacrylate;1,2:3,4-Di-O-isopropylidene-6-O-methacryloyl-alpha-D-galactopyranose;1,2:3,4-Di-O-isopropylidene-6-O-methacryloyl-α-D-galactopyranose
• CAS NO: 2715-36-8
• Molecular Formula: C16H24O7
• Molecular Weight: 328.36
• Mol File: 2715-36-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose(2715-36-8)
• EPA Substance Registry System: 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose(2715-36-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2715-36-8(Hazardous Substances Data)

Usage

Description

6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is a monomer that can be used to create macromolecules containing carbohydrate moieties. It is synthesized through controlled radical polymerization techniques such as Nitroxide-Mediated Polymerization (NMP), Reversible Addition-Fragmentation Chain Transfer (RAFT), or Atom Transfer Radical Polymerization (ATRP). These methods allow for the formation of well-defined glycopolymers, which have various applications in different industries.

Uses

Used in Pharmaceutical Industry:
6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is used as a building block for the synthesis of glycopolymers, which have potential applications in drug delivery systems. These glycopolymers can be tailored to target specific cells or tissues, improving the efficacy and reducing the side effects of certain medications.
Used in Biomedical Research:
In the field of biomedical research, 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is used as a key component in the development of biocompatible materials. These materials can be utilized in tissue engineering, where they serve as scaffolds for cell growth and tissue regeneration.
Used in Material Science:
6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is used as a monomer in the creation of advanced polymer materials with unique properties. These materials can be employed in various applications, such as sensors, coatings, and adhesives, where their carbohydrate moieties provide specific interactions with biological systems.
Used in Cosmetics Industry:
In the cosmetics industry, 6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is used as an ingredient in the formulation of skincare products. The glycopolymers derived from this monomer can enhance the delivery of active ingredients, providing improved skin hydration and protection.
Used in Food Industry:
6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose can be used in the development of edible coatings and films for the food industry. These coatings can help extend the shelf life of perishable products, maintain their freshness, and provide a barrier against environmental factors.
Used in Environmental Applications:
6-O-Methacryloyl-1,2:3,4-di-O-isopropylidine-D-galactopyranose is used in the creation of biodegradable polymers for environmental applications. These polymers can be employed in the production of eco-friendly packaging materials, reducing the environmental impact of plastic waste.

Upstream product

• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 920-46-7 Methacryloyl chloride 
• 79-41-4 poly(methacrylic acid) 
• 3646-73-9 α-D-galactopyranose 
• 67-64-1 acetone 
• 106-91-2 2,3-Epoxypropyl methacrylate 

Downstream Products

• 19179-68-1 6-O-methacryloyl-D-galactose 

Relevant articles and documents

Double-targeting and pH/oxidation reduction double-sensitive core cross-linking nanoparticle as well as preparation method and application

The invention discloses double-targeting and pH/oxidation reduction double-sensitive core cross-linking nanoparticles as well as a preparation method and application. Hydrophilic layers with folic acid targeting ligand and poly 6O-methyl acryloyl chloride-D-galactopyranose (PMApGP) are arranged on the surfaces of nanoparticles, hydrophobic cores with pH/oxidation reduction double-sensitive polymerunits are arranged inside the nanoparticles, and the hydrophobic cores are cross-linked under the action of dithiothreitol, therefore, stable and reversible double-targeting and pH/oxidation reduction double-sensitive core cross-linking nanoparticles are prepared. Medicine-carrying nanoparticles are prepared from adriamycin as a model medicine, and the stability and the pH/reduction double-sensitivity of medicine-carrying cross-linking nanoparticles can be observed through in-vitro medicine release experiments. Results show that the double-targeting and double-sensitive core cross-linking nanoparticles are simple and convenient in preparation method and high in medicine carrying rate, and the nanoparticles have the properties that the nanoparticles are stable in vitro and low in pH valueinside tumor cells and have hydrophilic-hydrophobic transfer with pH/oxidation reduction sensitive polymer units, and medicines can be rapidly released from a cross-linking structure.

Amphiphilic diblock terpolymer PMAgala-b-P(MAA-co-MAChol)s with attached galactose and cholesterol grafts and their intracellular pH-responsive doxorubicin delivery

In this work, a series of diblock terpolymer poly(6-O-methacryloyl-d-galactopyranose)-b-poly(methacrylic acid-co-6-cholesteryloxy hexyl methacrylate) amphiphiles bearing attached galactose and cholesterol grafts denoted as the PMAgala-b-P(MAA-co-MAChol)s were designed and prepared, and these terpolymer amphiphiles were further exploited as a platform for intracellular doxorubicin (DOX) delivery. First, employing a sequential RAFT strategy with preliminarily synthesized poly(6-O-methacryloyl-1,2:3,4-di-O-isopropylidene-d-galactopyranose) (PMAIpGP) macro-RAFT initiator and a successive trifluoroacetic acid (TFA)-mediated deprotection, a series of amphiphilic diblock terpolymer PMAgala-b-P(MAA-co-MAChol)s were prepared, and were further characterized by NMR, Fourier transform infrared spectrometer (FTIR), gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and a dynamic contact angle testing instrument (DCAT). In aqueous media, spontaneous micellization of the synthesized diblock terpolymer amphiphiles were continuously examined by critical micellization concentration assay, dynamic light scattering (DLS), and transmission electron microscopy (TEM), and the efficacies of DOX loading by these copolymer micelles were investigated along with the complexed nanoparticle stability. Furthermore, in vitro DOX release of the drug-loaded terpolymer micelles were studied at 37 °C in buffer under various pH conditions, and cell toxicities of as-synthesized diblock amphiphiles were examined by MTT assay. Finally, with H1299 cells, intracellular DOX delivery and localization by the block amphiphile vectors were investigated by invert fluorescence microscopy. As a result, it was revealed that the random copolymerization of MAA and MAChol comonomers in the second block limited the formation of cholesterol liquid-crystal phase and enhanced DOX loading efficiency and complex nanoparticle stability, that ionic interactions between the DOX and MAA comonomer could be exploited to trigger efficient DOX release under acidic condition, and that the diblock terpolymer micellular vector could alter the DOX trafficking in cells. Hence, these suggest the pH-sensitive PMAgala-b-P(MAA-co-MAChol)s might be further exploited as a smart nanoplatform toward efficient antitumor drug delivery.