Sulfated Galactan-based Mimetic Development Service

Sulfated galactan's represent a unique linear backbone of Marine Carbohydrate Mimetics composed of α-L-, α-D-and β-D-Gal units. Generally speaking, it is mostly derived from green algae, red algae, and invertebrates. The structural specificity of sulfated galactans depends on the species' source, with the carbohydrate structures varying from different sources. CD BioGlyco offers clients sulfated galactan-based mimetic development services based on different sources.

Sulfated Galactan-based Mimetic Development Service at CD BioGlyco

• Analysis
  Sulfated galactans originating from different species have structural variability. We analyze the sulfation sites one by one through the characterization of the targets (shown below). Structural information about the sulfation site as well as other substituents such as sulfate, acetyl, and glycosylation sites (glycosidic bonding sites) is provided by nuclear magnetic resonance (NMR) spectroscopy and mass spectra (MS) of the methylated derivatives.

Tab.1 Different sources and structural composition of sulfated galactan. (Vasconcelos & Pomin, 2014)

• Chemical Synthesis
  Structural analysis is a key foundation for synthesis. For the development of sulfated galactan-based mimetic, we mainly provide two synthetic strategies:
  
  • Semi-synthetic strategy: The semi-synthetic strategy involves partially reduced hydrolysis to prepare sulfated galactan-based mimetics starting from K-carrageenan and neutral agarose.
  • Convergent [2+2] strategy: Our R&D team chemically synthesizes sulfated galactan donors, with the backbone fraction, assembled using a convergent [2+2] strategy.
  Especially note that sulfation modification at different sites and degrees is a key service that synthesis can't ignore. Our researchers with extensive synthesis experience help our clients complete the synthesis project accurately and quickly.
• Other Services
  In addition, we provide functionally characterized molecular design service and activity analysis. According to the developed sulfated galactan-based mimetics, shape the corresponding activity model and analyze the biological activity.

Fig.1 Schematic diagram of sulfated galactan-based mimetics development services. (CD BioGlyco)

Publication

Technology: NMR, Chemical synthesis

Journal: Organic and Biomolecular Chemistry

Published: 2014

Results: In this article, the chemical synthesis of the galactose tetrasaccharide by self-assembly overcomes the generation of a heteromeric mixture formed by the highly selective α-galactosides and α-glucosidic bond. Orthogonal-protected galactose building blocks were used as donors of 1,2-cis-α-galactose bonds to rationalize the assembly of the constitutive backbone. A series of unique stereoselective 1,2-cis-galactosides were developed. These synthetic precursors are targeted for modification by orthogonal protection to act on specific hydroxyl groups. Further detection of the synthesized intermediates with targets using 2D NMR, corresponding to the ¹H and ¹³C signals.

Fig.2 Roadmap for the synthesis of the target product. (Zhou, et al., 2014)

Applications of Sulfated Galactan-based Mimetic

• Sulfated galactan-based mimetics can be used as inactive excipients in tablets.
• Sulfated galactan-based mimetic is used in an animal model of inflammation to test for analgesics.
• Sulfated galactan-based mimetics hinder the spread of Herpes simplex virus (HSV)-2 by interfering with the binding of the virus and cells.
• Sulfated galactan-based mimetics is a stable delivery vehicle for an experimental antiretroviral agent.
• Sulfated galactan-based mimetics plays an important role in intestinal inflammation and antitumor models.
• Sulfated galactan-based mimetic is a potent inhibitor of human papillomavirus (HPV) infection both in vitro and in animal models.
• In clinical trials, a sulfated galactan-based mimetic is effective against simian immunodeficiency virus (SIV).

Advantages of Us

• Our professional development team analyzes the target according to the target features and customizes the facile and efficient synthesis route.
• Our talent team has been in marine carbohydrate mimetic development for years to deal with problems in the project.

CD BioGlyco has extensive experience in Sulfated Fucan, Heparin, Alginate, and Hyaluronic Acid-based mimetic development services. We have over twenty years of experience in providing unique services to marine carbohydrates. To learn more information about sulfated galactan-based mimetic, please feel free to contact us.