N-(9-Fluorenylmethoxycarbonyloxy)succinimide CAS:82911-69-1
Catalog Number | XD95795 |
Product Name | N-(9-Fluorenylmethoxycarbonyloxy)succinimide |
CAS | 82911-69-1 |
Molecular Formula | C19H15NO5 |
Molecular Weight | 337.33 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
N-(9-Fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSu) is a commonly used reagent in peptide synthesis and solid-phase peptide synthesis (SPPS). It serves as a coupling reagent and facilitates the attachment of amino acids to the growing peptide chain. Fmoc-OSu is known for its efficiency and ability to provide high-quality peptides.One of the main effects of Fmoc-OSu is its ability to activate the carboxylic acid group of the amino acid during peptide coupling reactions. This activation enables the formation of stable peptide bonds between the carboxyl group of one amino acid and the amino group of another amino acid. Fmoc-OSu achieves this by reacting with the amino acid carboxyl group, forming an activated ester that is highly reactive towards nucleophilic attack. This reaction is crucial for the stepwise assembly of amino acids into a peptide chain.Moreover, Fmoc-OSu is also utilized as a protective group for the amine functionality of amino acids. The Fmoc group, consisting of a fluorenylmethoxy carbonyl moiety, is attached to the amino group of the amino acid, protecting it from unwanted reactions during the peptide synthesis process. The Fmoc group can be easily removed under mild basic conditions, exposing the amino group for further reaction. This protection/deprotection strategy is essential for the selective and controlled synthesis of peptides.Another important effect of Fmoc-OSu is its solubility in organic solvents such as dimethylformamide (DMF) and N,N-dimethylacetamide (DMA). This solubility allows for efficient dissolution of Fmoc-OSu in reaction solvents, facilitating its use in solid-phase peptide synthesis. It also enables the easy handling and manipulation of Fmoc-OSu during the synthesis process.Furthermore, Fmoc-OSu is known for its stability and compatibility with a wide range of amino acids and other reagents used in peptide synthesis. It exhibits good reactivity and high yield in peptide coupling reactions, leading to the formation of pure and high-quality peptides. Its stability ensures the reproducibility and reliability of peptide synthesis, making it a preferred choice for peptide chemists.In summary, N-(9-Fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSu) plays a crucial role in peptide synthesis and SPPS. It acts as a coupling reagent, activating the carboxylic acid group of amino acids and allowing for the formation of stable peptide bonds. Fmoc-OSu also serves as a protective group, safeguarding the amino group during the synthesis process. Its solubility in organic solvents and compatibility with various reagents make it a valuable tool in peptide chemistry. Overall, Fmoc-OSu promotes efficient and high-quality peptide synthesis, contributing to advancements in peptide research, drug discovery, and biotechnology.