Teduglutide Impurities Synthesis | Omizzur

Background Technique

Short bowel syndrome (SBS) refers to a series of syndromes caused by the body's inability to absorb nutrients normally due to severe small bowel disease or surgical removal of a large part of the small intestine. SBS reduces patients' ability to take in fluids and nutrients, causing them to become dehydrated and malnourished. Parenteral nutrition support will increase the risk of systemic infection and other long-term complications. So far, there is no drug to treat short bowel syndrome.

Teduglutide Peptide

Teduglutide, a glucagon-like peptide 2 (GLP‑2) analog, a naturally occurring hormone that reduces gastric emptying and secretion, and regulates cell growth, proliferation and repair of the lining of the small intestine. Clinical trials have shown that the drug can reduce the need for parenteral nutrition in patients with short bowel syndrome.

Teduglutide Synthesis

There are mainly two methods for the synthesis of teduglutide: sequential coupling and fragment coupling. The peptide chain of teduglutide is long. The synthesis by sequential coupling will increase the difficulty of synthesis, produce impurities that are difficult to purify, and reduce the recovery rate. More importantly, the third to fourth amino acids in the N-terminal of teduglutide are ASP Gly, and the carboxyl group in the aspartic acid (ASP) side chain can form a five membered ring with -h in the amide bond. Once this five membered ring structure is formed, it will degrade and open the ring under certain conditions, and a variety of impurities will be produced in the ring opening process, such as the racemization and production of ASP α,β Aspartic acid, etc., resulting in the decline in the purity of teduglutide. 

Teduglutide Sequences:

Production of Teduglutide Impurities:

There are 33 amino acids in the main chain of Teduglutide. Due to the long peptide chain and special sequence structure, many side reactions are prone to occur in the process of preparing the product, which in turn has a relatively large impact on the yield, separation and purification, and product quality of the product which have big impact.

Common Teduglutide Impurities Are:

1. His is prone to racemic side reactions during the condensation process, forming [D‑His1] teduglutide impurities; 

2. Asp‑Gly structure is prone to rearrangement in acidic or alkaline environments to form asparagine structure, producing [Asu3] teduglutide impurities, [D‑Asp3] teduglutide impurities, [iso‑Asp3] teduglutide impurities;

3. During the synthesis and cracking process, Met is prone to oxidation and alkylation side reactions, resulting in Met oxidation and alkylation impurities. And if the reaction of each step of the longer peptide chain is not complete during coupling, the accumulated side reactions will easily lead to more impurities. Therefore, a reasonable preparation route should be designed to avoid the occurrence of the above-mentioned side reactions, improve the purity and purification yield of the crude product, and finally increase the total yield and purity and reduce the total cost.

Research Hotspots of Teduglutide Synthesis

Different synthesis strategies have a great impact on the purity, impurity content and yield of the final product. The research on the impurities of teduglutide and the characterization of the peptide will help to solve the problems caused by the side reaction of His racemization and the rearrangement of Asp‑Gly Asu side reactions, Met oxidation and alkylation side reactions, accumulation of long peptide side reactions, etc., improve the purity and yield of crude peptides, reduce the complexity of the synthesis process as much as possible, reduce the generation of impurities and shorten the synthesis cycle. The key points and difficulties of teduglutide are also the research hotspots of current pharmaceutical R&D personnel.

About Omizzur Biotech

Omizzur Biotech provides teduglutide and teduglutide impurities for researchers to study, some products need to be customized, please contact Omizzur customer services for help. For other peptide impurities links:

>> Exenatide impurities

>> Salmon calcitonin impurities

>> Semaglutide impurities

>> Octreotide Impurities

Teduglutide Impurity Synthesis

It is valid for at least one year if stored at -20 ℃ or lower. Since each freezing and thawing of polypeptide will cause partial inactivation, after the storage solution with corresponding concentration is prepared for the first time (please prepare the storage solution according to the information in the column of reconstitution in the product introduction), it must be frozen at -20 ℃ or lower after sub packaging to avoid repeated freezing and thawing.

Shipping: By air or FedEx Express, delivery time: 5-10 days

Matters Needing Attention:

This product is freeze-dried powder. Since a small amount of polypeptide is deposited in the tube during the freeze-drying process, forming a very thin or invisible polypeptide layer, before opening the tube cover, we recommend centrifuging about 8000-12000g in a centrifuge for 10-30 seconds to make the polypeptide attached to the tube cover or tube wall gather at the bottom of the tube.

This product is only used for scientific research by professionals, and shall not be used for clinical diagnosis or treatment, food or drugs, or stored in ordinary houses.

For your safety and health, please wear lab clothes and disposable gloves.

Quality Assurance

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