Boc-L-Pyroglutamic acid ethyl ester/ Boc-Pyr-Oet
- Price: ¥1600/Kg
- Createtime: 2024-09-06
- Updatetime: 2024-09-06
Product Details
CAS |
144978-12-1
|
PU |
99%
|
MF |
C12H19NO5
|
Boc-L-Pyroglutamic Acid Ethyl Ester (often abbreviated as Boc-Pyr-OEt) is a chemical compound used primarily in organic synthesis, particularly in the field of peptide chemistry. It is a derivative of L-pyroglutamic acid, a naturally occurring amino acid, with two key modifications: a Boc (tert-butoxycarbonyl) protecting group and an ethyl ester moiety. These modifications allow Boc-Pyr-OEt to function as an important intermediate in the synthesis of complex peptides and pharmaceuticals.
Chemical Structure and Properties
Chemical Formula: C12H19NO5
Molecular Weight: 271.31 g/mol
Structure: Boc-Pyr-OEt consists of the pyroglutamic acid backbone with two functional modifications: a Boc group that protects the nitrogen atom of the amine group and an ethyl ester that replaces the carboxyl group. These modifications enhance its stability during synthesis.
Applications in Peptide Synthesis
Boc-L-Pyroglutamic acid ethyl ester is widely employed in peptide and protein chemistry. The Boc group acts as a protective agent for the amino group, allowing chemists to carry out selective reactions on other parts of the molecule. The ethyl ester further protects the carboxyl group. After the desired reactions are complete, the protecting groups can be removed under controlled conditions, facilitating the creation of complex peptide chains.
Boc-Pyr-OEt is commonly used in the synthesis of N-terminal pyroglutamic acid residues, which are found in various peptides and proteins. Pyroglutamic acid plays a role in biological processes such as protein folding and stability, making Boc-Pyr-OEt an important tool in pharmaceutical development.
Importance in Drug Discovery and Research
Boc-Pyr-OEt's versatility makes it valuable in drug discovery, where precise control over the structure of peptides is critical. The compound's ability to protect functional groups during synthesis allows researchers to explore new peptide-based therapeutics, such as enzyme inhibitors, vaccines, and biologically active peptides.
Conclusion
Boc-L-Pyroglutamic acid ethyl ester (Boc-Pyr-OEt) is a critical reagent in the field of peptide synthesis, allowing for the precise assembly of peptides and proteins. Its role in pharmaceutical research and development is significant, helping scientists create new therapeutic agents by enabling complex synthetic pathways.