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

Uses

This monomer can be used to make macromolecules containing carbohydrate moieties. Controlled Radical Polymerization; such as NMP; RAFT; or ATRP; is commonly employed to synthesize well-defined glycopolymers.

Upstream product

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