Liquid phase-based Glycopeptide Synthesis Service

Liquid phase-based Glycopeptide Synthesis (LPPS) Service at Creative Biolabs

The preparation of glycopeptides usually relies on Solid-phase Peptide Synthesis (SPPS), which achieves peptide chain extension through sequential coupling and deprotection steps on a resin, while this method makes it difficult to obtain complex glycopeptides. LPPS provides a potential choice for SPPS. LPPS achieves the synthesis of glycopeptides under liquid phase conditions, which has the advantages of high efficiency, selectivity, and controllability, and is suitable for a wide range of glycopeptide synthesis needs. Creative Biolabs provides excellent liquid phase-based glycopeptide synthesis service.

• Design of synthesis route

We design the synthesis route of glycopeptides according to the client's requirements and goals, including selecting appropriate protecting groups, amino acid coupling sequences, glycosyl linkage sites, etc.

• Introduction of protecting groups

We select appropriate sugar monomers and amino acid monomers, incorporating protective groups at specific locations to control the specificity of the reaction and avoid unnecessary reactions. Commonly used protecting groups include the ester group, benzyl group, etc.

• Activation of monomers

After the sugar monomers and amino acid monomers are protected, they need to be activated to introduce appropriate functional groups. We use activators to activate the sugar monomers and amino acid monomers to form highly reactive intermediates.

• Coupled reaction

We place the activated sugar monomers and amino acid monomers under liquid phase conditions to condense them to form a glycopeptide structure. This step is performed multiple times till the target glycopeptide sequence is obtained. The reaction is performed under slightly alkaline or neutral conditions.

• Washing and purification

We wash the reaction mixture to remove unreacted intermediates and by-products. The product is then purified through chromatography and other means to obtain the target glycopeptide product.

• Removal of protecting groups

After the synthesis of the glycopeptide chain is completed, we perform a deprotecting step to reduce the functional groups of the glycopeptide to obtain the final glycopeptide product.

• Characterization and analysis

We use mass spectrometry, nuclear magnetic resonance, and other technologies to conduct structural characterization and analysis of the synthesized glycopeptide products to confirm their structure and purity. Finally, the purified product is subjected to necessary processing for storage and use, such as dissolution, drying, etc.

Fig.1 Detailed steps for liquid-phase glycopeptide synthesis.

Publication

Technology: Liquid phase peptide synthesis via one-pot nanostar-sieving (PEPSTAR)

Journal: Angewandte Chemie

IF: 15.336

Published: 2021

Results: The authors developed a monodisperse "nanostar" center and repeatedly added amino acids to the center, while using organic solvent nanofiltration (OSN) to separate the growing peptides, and developed an efficient one-pot glycopeptide synthesis process while mass spectrometry was used to monitor the reaction process in real-time. The author used PEPSTAR technology to synthesize a variety of peptide compounds and verified the purity of the crude product. The results showed that the purity of the crude product was higher than that of samples produced by solid-phase synthesis.

Fig.2 The process of PEPSTAR.^{1, 2}

Advantages

• LPPS is suitable for various types of glycopeptide synthesis. We have constructed a strict quality system to ensure the synthesis of high-quality products.
• The LPPS method easily copes with different scale synthesis needs and is optimized according to specific structural requirements. Additionally, we provide Custom Glycopeptide Synthesis according to client requirements.
• We respond quickly to client needs, continuously improve synthesis efficiency, complete projects efficiently, and deliver products promptly.

Application

• Drug development: Using liquid phase synthesis technology, glycopeptides with specific structures are synthesized to develop new drugs. Glycopeptide compounds serve as drug molecules to increase bioavailability, increase targeting, and improve biological activity.
• Biomarkers: Glycopeptides are used as biomarkers to monitor biological processes. Using liquid phase synthesis technology, glycopeptide markers with specific structures are synthesized for tracking and studying the interactions of biomolecules.

LPPS achieves selective reactions for different functional groups, which is beneficial to the synthesis of glycopeptides with complex structures. In addition, the continuous liquid phase reaction improves the efficiency and speed of the reaction and speeds up the synthesis process of glycopeptides. Creative Biolabs has extensive experience in glycopeptide synthesis and provides excellent liquid phase-based glycopeptide synthesis services. Please feel free to contact us if you would like to inquire about detailed synthesis details.

References

1. Yeo, Jet, et al. "Liquid phase peptide synthesis via one-pot nanostar sieving (PEPSTAR)." Angewandte Chemie 133.14 (2021): 7865-7874.
2. Under Open Access license CC BY 4.0, without modification.

Related Services:

• Solid Phase-based Glycopeptide Synthesis