β-cyclodextrin (CD)-based Glycosylation Carrier Preparation service

β-cyclodextrin (CD)-based Glycosylation Carrier Preparation service

Advanced Glycosylation Carrier Preparation using Click Technology at CD BioGlyco

β-cyclodextrin (CD) is a ring-shaped structure composed of glucose molecules, which makes it an ideal Glycosylation Biomaterial and forms stable inclusion complexes with other molecules. CD BioGlyco has mature click chemistry technology, and we provide high-level β-CD glycosylation carrier preparation services.

  • Preparation of materials

We prepare high-quality materials, including β-CD, the required glycosylation substrates, and reagents required for the click reaction (e.g., alkynyl compounds or azide compounds).

  • Functionalization of β-CD

We dissolve β-CD in an appropriate solvent, add azide- or sulfhydryl-containing compounds, and introduce active functional groups into the β-CD structure under an appropriate reaction system.

  • Functionalization of substrates

We introduce alkynyl or alkene functional groups into the molecular structure of glycosylated substrates.

  • Click reaction

We put the functionalized β-CD and the substrate under the same reaction conditions to perform click coupling. Through this reaction, the sugar group on the glycosylated substrate is introduced into the β-CD molecule to form a glycosylated β-CD carrier. Glycosylated carriers have important application potential in the fields of drug delivery, molecular recognition, and nanomaterial assembly. For example, the solubility, stability, and bioavailability of drugs are improved by conjugating drugs with β-CD. Commonly used click response types are as follows:

  • Copper-catalyzed azide-alkyne cycloaddition (CuAAC): This is one of the most commonly used types of click reactions. Azide-containing β-CD is click-coupled with an alkynyl-containing glycosylation substrate. The reaction usually requires the addition of a copper catalyst.
  • Thiol-ene click reaction: This is another common type of click reaction. In this reaction, β-CD containing the thiol group undergoes a click reaction with an olefin-containing glycosylation substrate to form a thioether structure. This reaction is usually achieved by photoinitiated or thermally initiated free radical polymerization.

Click reactions usually produce high-quality and high-yield products in a relatively short time, which is very beneficial for the large-scale preparation of β-CD glycosylation carriers.

  • Purification and characterization

According to the specific conditions of the reaction, we isolate and purify the β-CD glycosylation carrier, and characterize the prepared carrier through nuclear magnetic resonance spectroscopy, mass spectrometry, and other technologies.

Functional Modification Service at CD BioGlyco

We utilize mature click technology to provide functional modification for glycosylation carriers. We introduce specific functional groups into the β-CD molecule, such as azide groups, thioester groups, or other functional groups. Moreover, we also fix glycosylated β-CD on solid surfaces (such as nanoparticles, magnetic particles, or solid carriers) to achieve specific functional modifications, thereby endowing β-CD glycosylation carriers with specific physical, chemical, or biological functions. In addition, we use click reactions to introduce multiple glycosylation units into β-CD molecules to form a multivalent glycosylation carrier. This multivalent glycosylation carrier has potential application value in drug delivery, nanomaterial assembly, and other fields.

β-CD-based glycosylation carrier preparation and functional modification service. (CD BioGlyco)

Publication

Technology: CuAAC and thiol-ene reaction

Journal: Nanomaterials

IF: 5.719

Published: 2020

Results: The authors used β-CD as a structural unit and took advantage of its ability to combine hosts and guests. Under appropriate click chemical reaction conditions catalyzed by thiol-ene and copper (I), a one-pot multi-component method was used to synthesize different sugar units and fluorescent moieties of heteroglycopolymers. The authors synthesized the target polymer using O-acryloyl-terminated polypropylene glycol (PPG) that underwent thiol-ene coupling with thio-β-CD.

Fig.1 Click chemistry-based synthetic process of heteroglycopolymers.Fig.1 Click chemistry-based one-pot multi-component synthesis process. (Rivero-Barbarroja, et al., 2020)

Applications

  • Drug Delivery System: β-CD is used as a carrier to wrap drugs inside its cavity, which enables better stability and targeted delivery of drugs in the body, increases interaction with cell receptors, and improves biological activity and selectivity.
  • Molecular recognition and chemical sensors: β-CD has an internal hydrophobic environment and a special cavity structure that interacts with molecules of specific size and shape. After introducing sugar groups through click reactions, CDs selectively recognize and bind specific glycosylation substrates or molecules, thereby enabling molecular recognition and the design of chemical sensors.
  • Materials Science: By introducing click chemistry into β-CD, its physical properties and surface activity are tuned, leading to a wide range of applications in materials science and nanotechnology. For example, the introduction of hydrophobic or hydrophilic sugar groups through click reactions regulates the interaction of CDs with other materials, achieving controllable self-assembly, functionalization of micelles and nanoparticles, etc.

Advantages

  • Excellent technical team: Our technical team has rich β-CD knowledge and preparation experience, and provides high-quality products and comprehensive technical support services.
  • Diversified products: We provide different types and specifications of β-CD-based glycosylation carriers to meet the needs of different clients.
  • Custom service: We customize and synthesize β-CD-based glycosylation carriers with specific structures according to the requirements of clients to meet personalized research needs.

β-CD is a naturally derived sugar ring and a material with good biocompatibility. CD BioGlyco prepares high-quality β-CD-based glycosylation carriers through click chemistry technology. In addition, we also provide other GlycoCLICK™-based β-CD biomaterial preparation services, for example, hydrogel, functional biomedical polymer, etc. We will respond quickly to client needs and provide reliable products promptly. Please feel free to contact us if you would like to consult detailed information.

Reference

  1. Rivero-Barbarroja, G.; et al. Cyclodextrin-based functional glyconanomaterials. Nanomaterials. 2020, 10(12): 2517.
For research use only. Not intended for any clinical use.
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