Fmoc-Glu(OtBu)-Gly-OH
- Createtime: 2024-09-05
- Updatetime: 2024-09-05
Product Details
Fmoc-Glu(OtBu)-Gly-OH is a dipeptide compound commonly used in peptide synthesis. It consists of three primary components: Fmoc (9-fluorenylmethyloxycarbonyl), Glu (glutamic acid), and Gly (glycine). The compound also features two important protective groups: OtBu (tert-butyl ester) for the carboxyl side chain of glutamic acid, and Fmoc for the amino terminus.
Structure and Components:
Fmoc Group: The Fmoc group serves as a protective group for the N-terminus in peptide synthesis. It ensures that unwanted reactions at the amino group are avoided during the synthesis process. Fmoc is easily removed using mild base treatment, such as piperidine in DMF (dimethylformamide), making it a preferred protecting group in solid-phase peptide synthesis (SPPS).
Glu(OtBu): Glutamic acid (Glu) is an amino acid with a carboxyl group in its side chain. In this compound, the carboxyl group is protected by an OtBu (tert-butyl) group, which can be removed under acidic conditions. This protection is essential for controlled reactions and selective deprotection steps during synthesis.
Glycine (Gly): Glycine is the simplest amino acid, with no side chain, making it a flexible building block in peptides. It contributes to the dipeptide structure, linking with glutamic acid to form part of a larger peptide chain.
Applications:
Peptide Synthesis: Fmoc-Glu(OtBu)-Gly-OH is primarily used in solid-phase peptide synthesis (SPPS). The Fmoc protection strategy allows for sequential addition of amino acids, with each cycle involving deprotection and coupling. The OtBu group on glutamic acid ensures that side-chain reactions are controlled until the desired stage.
Pharmaceuticals and Research: This dipeptide unit can be a part of more complex peptides with biological activity. It is frequently used in drug design, biochemical studies, and therapeutic peptides. Glutamic acid residues, with their carboxyl side chain, play an essential role in protein-protein interactions, enzyme binding, and other biological processes.
Custom Peptides: Researchers can incorporate Fmoc-Glu(OtBu)-Gly-OH into custom-designed peptides for specific applications, including enzyme inhibitors, therapeutic peptides, or peptide-based materials.
Conclusion:
Fmoc-Glu(OtBu)-Gly-OH is an important dipeptide in peptide chemistry. Its dual protection strategy (Fmoc and OtBu) makes it ideal for controlled peptide synthesis, enabling researchers to develop custom peptides with precision. Its role in pharmaceutical and research applications highlights its versatility and significance in modern biochemistry.