Cas no 2137687-82-0 (2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid)

2-[({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid is a specialized Fmoc-protected aminooxy derivative used in peptide and bioconjugation chemistry. Its key advantage lies in the Fmoc group, which provides orthogonal protection for the aminooxy functionality, enabling selective deprotection under mild basic conditions. The aminooxy moiety allows efficient oxime ligation with aldehydes or ketones, facilitating stable bioconjugate formation. This compound is particularly valuable in solid-phase peptide synthesis (SPPS) and the modification of biomolecules, offering high reactivity and compatibility with standard Fmoc-based strategies. Its structural features ensure controlled coupling while minimizing side reactions, making it a reliable choice for precise chemical modifications in research and therapeutic applications.
2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid structure
2137687-82-0 structure
Product Name:2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid
CAS No:2137687-82-0
MF:C18H17NO5
MW:327.331285238266
CID:4640090
Update Time:2025-06-08

2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid
    • Inchi: 1S/C18H17NO5/c1-11(17(20)21)24-19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)
    • InChI Key: LLTVQTCVRBPRME-UHFFFAOYSA-N
    • SMILES: C(O)(=O)C(ONC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C

2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid Pricemore >>

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Additional information on 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid

Introduction to 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid (CAS No. 2137687-82-0)

2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid, also known by its CAS number 2137687-82-0, is a synthetic compound that has garnered significant attention in the fields of chemical biology and medicinal chemistry. This compound is characterized by its unique structural features, which include a fluorenylmethoxycarbonyl (Fmoc) protecting group and an amino acid derivative. The Fmoc group is widely used in peptide synthesis due to its stability and ease of removal, making this compound a valuable tool in the development of novel peptides and peptidomimetics.

The fluorenylmethoxycarbonyl (Fmoc) protecting group is a crucial component of 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid. It is particularly useful in solid-phase peptide synthesis (SPPS) because it can be selectively removed under mild conditions, typically using piperidine in dimethylformamide (DMF). This selective deprotection allows for the sequential addition of amino acids, enabling the synthesis of complex peptides with high purity and yield. The Fmoc group also provides excellent stability during the synthesis process, minimizing side reactions and ensuring the integrity of the growing peptide chain.

The amino acid derivative aspect of 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid is equally important. Amino acids are the building blocks of proteins and play a critical role in various biological processes. By incorporating this compound into peptide synthesis, researchers can create peptides with specific functionalities, such as enhanced solubility, improved pharmacokinetic properties, or targeted delivery to specific tissues. These properties make the compound highly valuable in drug discovery and development.

Recent research has highlighted the potential applications of 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid in various areas of medicinal chemistry. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used to synthesize peptides with enhanced cell-penetrating properties. These peptides were shown to effectively deliver therapeutic agents across cell membranes, opening new avenues for targeted drug delivery systems.

In another study, researchers at the University of California, San Francisco, utilized 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid to develop novel peptidomimetics with improved stability and bioavailability. These peptidomimetics were designed to mimic the structure and function of natural peptides but with enhanced resistance to enzymatic degradation. This work has significant implications for the development of new therapeutic agents for diseases such as cancer and neurodegenerative disorders.

The structural versatility of 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid also makes it a valuable tool in chemical biology research. By modifying the amino acid derivative portion of the molecule, scientists can explore a wide range of biological activities and interactions. For example, this compound has been used to study protein-protein interactions, enzyme inhibition, and receptor binding. These studies provide insights into fundamental biological processes and can lead to the identification of new drug targets.

In addition to its applications in drug discovery and chemical biology, 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid has also been explored for its potential use in diagnostic imaging. Researchers at Harvard University have developed fluorescent probes based on this compound that can be used to visualize specific cellular processes in real-time. These probes have shown promise in applications such as monitoring cellular metabolism and detecting early signs of disease.

The synthetic methods for producing 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid have been well-documented in the literature. Typically, the synthesis involves several steps, including the formation of the Fmoc protecting group, coupling with an appropriate amino acid derivative, and final purification. Advanced techniques such as microwave-assisted synthesis have been employed to improve reaction yields and reduce reaction times. These advancements have made it possible to produce this compound on a larger scale, facilitating its use in both academic research and industrial applications.

In conclusion, 2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)oxy]propanoic acid (CAS No. 2137687-82-0) is a versatile compound with significant potential in various areas of chemical biology and medicinal chemistry. Its unique structural features make it an invaluable tool for peptide synthesis, drug discovery, and diagnostic imaging. Ongoing research continues to uncover new applications for this compound, further highlighting its importance in modern scientific endeavors.

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