Fmoc-Gly-OH
- Createtime: 2024-09-04
- Updatetime: 2024-09-04
Product Details
CAS |
29022-11-5
|
PU |
99%
|
MF |
C17H15NO4
|
EINECS |
249-373-3
|
Chemical Name: Fmoc-Gly-OH
Molecular Formula: C17H15NO4
Molecular Weight: 297.31 g/mol
Overview
Fmoc-Gly-OH is a widely used protected amino acid in solid-phase peptide synthesis (SPPS). It consists of glycine, the simplest amino acid, with its amino group protected by the Fmoc (9-fluorenylmethyloxycarbonyl) group. This protecting group is crucial for preventing undesired side reactions during peptide synthesis, allowing for the controlled assembly of peptide chains.
Importance in Peptide Synthesis
In SPPS, the Fmoc strategy is preferred due to its mild deprotection conditions, typically involving a base like piperidine. Fmoc-Gly-OH is particularly important in synthesizing peptides because glycine, lacking a side chain, offers unique flexibility to the peptide backbone. This flexibility is critical for the proper folding and function of many peptides and proteins.
Glycine's simple structure, with only a hydrogen atom as its side chain, makes it a versatile component in peptide design. It is often found in regions of proteins where flexibility is required, such as in turns or loops, and in areas where steric hindrance must be minimized.
Applications
Fmoc-Gly-OH is used extensively in the synthesis of a wide variety of peptides, from short peptide fragments to long, complex proteins. It is a key building block in creating peptide-based therapeutics, enzyme substrates, and biomaterials. The ability to incorporate glycine precisely into peptide chains is crucial for designing molecules with specific biological functions.
In addition to its role in structural peptides, Fmoc-Gly-OH is also used in the synthesis of glycine-rich peptides, which are important in developing antimicrobial peptides, and in peptides that mimic collagen, a glycine-rich protein that provides structural support in connective tissues.
Handling and Storage
Fmoc-Gly-OH, like other Fmoc-protected amino acids, should be handled with care. It is typically stored in a cool, dry place, away from light and moisture, to prevent degradation. Proper storage ensures that the compound remains stable and ready for use in peptide synthesis.
Conclusion
Fmoc-Gly-OH is a fundamental reagent in peptide synthesis, enabling the precise incorporation of glycine into peptide sequences. Its role in SPPS is crucial for creating peptides with the correct structure and function, making it an indispensable tool in biochemistry, molecular biology, and drug development. The use of Fmoc-Gly-OH continues to advance the field of peptide synthesis, allowing for the creation of peptides that are essential in research and therapeutic applications.