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Product Line: Life Science

4-Nitro-L-phenylalanine monohydrate

CAS 207591-86-4

Molecular structure of 4-Nitro-L-phenylalanine monohydrate

CAS · 207591-86-4

01

Product Overview

4-Nitro-L-phenylalanine monohydrate is a high-purity amino-acid supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

02

Product Specifications

Property Specification
Appearance White to off-white powder
Purity (HPLC) 98% min
Specific Optical Rotation +5° to +7°
Water 7.0% to 10.0%
03

Applications

1. Biochemical Research and Protein Engineering

● Incorporation into Proteins: 4-Nitro-L-phenylalanine monohydrate丨CAS 207591-86-4 is commonly used in site-specific incorporation into proteins via expanded genetic code systems. It allows scientists to explore structure-function relationships in proteins.

● Probing Aromatic Residues: The nitro group is electron-withdrawing, making this analog useful for studying electronic effects on protein folding, stability, and enzyme activity.

● Fluorescence Quenching: Although not strongly fluorescent, the nitro group can act as a quencher, which helps in studying protein-protein interactions or conformational changes.

2. Pharmaceutical Research

● Drug Discovery and Design: This analog is used in peptidomimetic design and structure-activity relationship (SAR) studies. It can enhance binding properties or selectivity due to its altered electronic and steric effects.

● Enzyme Mechanism Studies: As a substrate analog or inhibitor, it helps elucidate mechanisms of enzymes that process aromatic amino acids.

3. Synthetic Biology

● Used in non-natural amino acid incorporation techniques, especially in organisms engineered with orthogonal tRNA/synthetase systems. It serves as a tool for bio-orthogonal labeling or post-translational modification mimicry.

4. Materials Science

● Incorporated into biofunctional polymers or hydrogels to add chemical reactivity or modulate electronic properties of the material due to the nitro group.

● Used in molecular imprinting or peptide-based sensing systems, where it imparts unique binding or redox characteristics.

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Benefits

1. Versatile Tool in Protein Engineering

● Enables precise modulation of aromatic interactions and π-stacking in proteins.

● Supports the study of mutations without altering the overall structure too drastically compared to the parent L-phenylalanine.

2. Enhanced Reactivity

● The nitro group introduces electronic perturbations, making the molecule useful in mimicking or disrupting natural aromatic amino acid behavior for research purposes.

3. Improved Binding and Selectivity in Drug Design

● Acts as a functional handle in medicinal chemistry for optimizing the pharmacokinetics or selectivity of peptide-based drugs or inhibitors.

4. Non-toxic and Stable

● Exhibits good stability under lab conditions and is non-toxic in controlled in vitro environments, which is ideal for biochemistry and molecular biology applications.

5. Labeling and Sensing

● Can be used in bioanalytical methods as a quenching agent or redox-sensitive label, especially when precise control of protein behavior is needed.

Conclusion

4-Nitro-L-phenylalanine monohydrate丨CAS 207591-86-4 is a valuable non-canonical amino acid with broad applications in biochemistry, protein engineering, drug development, and synthetic biology. Its unique chemical properties-particularly the presence of a nitro group-enable researchers to study electron distribution, binding affinities, and functional dynamics of biomolecules with great precision. As tools like site-specific amino acid incorporation continue to evolve, the role of such synthetic amino acid analogs is only expected to grow in importance.

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Conclusion

A concise summary and suitability assessment for this product is available on request. Contact our team to discuss whether it fits your process and quality requirements.