Phe-Ile pairs an aromatic phenylalanine with hydrophobic isoleucine, forming a dipeptide ideal for studying π-stacking and side-chain packing. The sequence reveals valuable information about hydrophobic clustering in early folding events. Researchers analyze its conformational preferences across environments. Uses include synthetic method refinement, structural modeling, and binding studies.
CAT No: R2659
CAS No:22951-94-6
Synonyms/Alias:H-Phe-Ile-OH;Phe-Ile;22951-94-6;phenylalanylisoleucine;L-PHENYLALANYL-L-ISOLEUCINE;FI dipeptide;F-I Dipeptide;Phenylalanyl-Isoleucine;(2S,3S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylpentanoic acid;CHEBI:74717;Phenylalanine Isoleucine dipeptide;Phenylalanine-Isoleucine dipeptide;(2S,3S)-2-((S)-2-Amino-3-phenylPropanamido)-3-methylpentanoic acid;(2S,3S)-2-(((2S)-2-amino-3-phenylpropanoyl)amino)-3-methylpentanoic acid;(2S,3S)-2-(((2S)-2-azaniumyl-3-phenylpropanoyl)amino)-3-methylpentanoate;(2S,3S)-2-[[(2S)-2-azaniumyl-3-phenylpropanoyl]amino]-3-methylpentanoate;MFCD00038573;L-Phe-L-Ile;N-Phenylalanylisoleucine;N-L-Phenylalanyl-L-isoleucine;L-Isoleucine, L-phenylalanyl-;SCHEMBL3052110;FI;HY-P4473;AKOS010420075;FP108144;CS-0654413;Q27144854;
Phe-Ile, also known as Phenylalanyl-Isoleucine, is a synthetic dipeptide composed of the amino acids phenylalanine and isoleucine linked via a peptide bond. As a representative of the dipeptide class, Phe-Ile serves as a valuable model for studying peptide structure, enzymatic processing, and transport mechanisms. Its defined sequence and physicochemical properties make it an important tool for researchers investigating peptide biochemistry, proteolytic specificity, and amino acid interactions. The compound's stability and solubility profile further enhance its utility in diverse laboratory settings, supporting both fundamental and applied research in peptide science.
Peptide transport studies: Phe-Ile is widely utilized in research focused on peptide transport across cellular membranes. Due to its dipeptide structure, it serves as a model substrate for examining the activity and specificity of peptide transporters such as PEPT1 and PEPT2. Investigating how this dipeptide is recognized and translocated by such transporters provides insights into the mechanisms governing nutrient uptake, drug delivery, and peptide absorption in biological systems. These studies are particularly relevant for understanding intestinal absorption processes and for the design of peptide-based prodrugs.
Enzymatic hydrolysis research: The compound is frequently employed in enzymology to analyze the specificity and kinetics of proteases and peptidases. By monitoring the hydrolysis of Phe-Ile, researchers can characterize the substrate preferences of various enzymes, including those involved in digestion and intracellular protein turnover. Such studies contribute to the mapping of enzyme active sites and facilitate the development of enzyme inhibitors or activity assays, supporting both basic research and applied biotechnology.
Peptide synthesis optimization: As a well-defined dipeptide, Phe-Ile serves as a standard for optimizing peptide synthesis protocols, particularly those involving solid-phase peptide synthesis (SPPS) and solution-phase approaches. Its straightforward sequence allows researchers to evaluate coupling efficiency, protecting group strategies, and purification techniques. The compound is also useful for validating chromatographic and analytical methods, ensuring reproducibility and reliability in peptide production workflows.
Structure-activity relationship (SAR) investigations: Phe-Ile is instrumental in studies exploring the relationship between peptide sequence, conformation, and biological activity. Researchers often use it as a reference or building block in designing peptide libraries for SAR analyses. By incorporating this dipeptide into larger peptide constructs or testing its interactions with biological targets, scientists can elucidate how side chain properties and sequence order influence molecular recognition and functional outcomes.
Analytical method development: The defined nature of Phe-Ile makes it an excellent calibration standard for the development and validation of analytical techniques such as high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis. Its consistent behavior under various analytical conditions allows for the assessment of method sensitivity, resolution, and reproducibility. These capabilities support quality control and method standardization in peptide research and production environments.
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