L-4-Fluorophenylalanine丨CAS 1132-68-9

L-4-Fluorophenylalanine丨CAS 1132-68-9
Product Introduction:
CAS No.: 1132-68-9
Product Name: L-4-Fluorophenylalanine
Purity: 98%min
Molecular Formula: C9H10FNO2
Molecular Weight: 183.18
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Technical Parameters
Description

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L-4-Fluorophenylalanine (CAS 1132-68-9) is a fluorinated aromatic amino acid used as a building block in peptide synthesis, medicinal chemistry, and pharmaceutical research. It features a fluorine atom at the para (4-) position of the phenyl ring while retaining the natural L-configuration of the amino acid backbone. This structural modification provides researchers with a useful tool for exploring how aromatic fluorination influences molecular properties, peptide behavior, and biological activity.

 

 

Chemical Identifiers

 

InChI InChI=1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
InChI Key XWHHYOYVRVGJJY-QMMMGPOBSA-N
Smiles C1=CC(=CC=C1C[C@@H](C(=O)O)N)F
EC No. 200-459-9
MDL No. MFCD00063064
PubChem CID 716312

 

 

 

Applications

 

Applications in Peptide Synthesis

L-4-Fluorophenylalanine is used to incorporate a fluorinated aromatic residue into synthetic peptides and peptide analogues. Replacing phenylalanine with its para-fluorinated derivative can modify the electronic properties of the aromatic side chain while maintaining a similar overall structure. This makes the compound valuable for peptide design, sequence modification, and structure–activity relationship studies in research and development.

Applications in Medicinal Chemistry Research

In medicinal chemistry, L-4-Fluorophenylalanine serves as a building block for synthesizing fluorinated compounds and biologically active molecule candidates. Fluorine substitution may influence lipophilicity, metabolic stability, binding interactions, and electronic distribution, depending on the surrounding molecular structure. Researchers can use this amino acid to investigate the contribution of aromatic fluorination to compound performance and optimize molecular structures during early-stage discovery.

Applications in Pharmaceutical Research

L-4-Fluorophenylalanine supports pharmaceutical research involving modified peptides, amino acid derivatives, and specialized organic intermediates. Its defined L-stereochemistry makes it suitable for applications requiring a specific amino acid configuration. It can be incorporated into research compounds to evaluate changes in biological activity, molecular recognition, and physicochemical properties, with outcomes determined by the target structure and experimental conditions.

 

Applications in Organic Synthesis

As a functionalized amino acid building block, L-4-Fluorophenylalanine can be used in multistep synthesis to prepare more complex molecules containing both an amino acid backbone and a para-fluorinated aromatic ring. It is relevant to research workflows involving fluorinated intermediates, amino acid derivatives, and compounds designed for biological evaluation.

 

 

 

 

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