Ala-Ile pairs a small alanine residue with a hydrophobic isoleucine to analyze steric influences on backbone conformation. The dipeptide provides a simple system for studying β-sheet and helix-initiation tendencies. Researchers examine its hydrogen-bonding patterns and solvent interactions. Applications include folding simulations, enzymatic recognition studies, and peptide-assembly modeling.
CAT No: R2660
CAS No:29727-65-9
Synonyms/Alias:ALA-ILE;L-alanyl-L-isoleucine;H-Ala-Ile-OH;29727-65-9;alanylisoleucine;AI dipeptide;alanyl-isoleucine;A-I Dipeptide;CHEBI:73805;L-Isoleucine, L-alanyl-;Alanine Isoleucine dipeptide;Alanine-Isoleucine dipeptide;(2S,3S)-2-[[(2S)-2-aminopropanoyl]amino]-3-methylpentanoic acid;(2S,3S)-2-[(2S)-2-AMINOPROPANAMIDO]-3-METHYLPENTANOIC ACID;N-Alanylisoleucine;DTXSID00875836;(2S,3S)-2-(((2S)-2-aminopropanoyl)amino)-3-methylpentanoic acid;(2S,3S)-2-(((2S)-2-azaniumylpropanoyl)amino)-3-methylpentanoate;(2S,3S)-2-[[(2S)-2-azaniumylpropanoyl]amino]-3-methylpentanoate;MFCD00025552;L-Ala-L-Ile;N-L-Alanyl-L-isoleucine;SCHEMBL934499;CHEMBL1221665;ZSOICJZJSRWNHX-ACZMJKKPSA-N;DTXCID201013953;AKOS010419877;FA107966;Q27144121;(2S,3S)-2-((S)-2-Aminopropanamido)-3-methylpentanoic acid;
Ala-Ile, also known as L-Alanyl-L-Isoleucine, is a synthetic dipeptide composed of the amino acids alanine and isoleucine joined by a peptide bond. As a small, well-defined peptide, it serves as a valuable tool in biochemical research, particularly for studies focused on peptide structure, enzymatic hydrolysis, and amino acid transport mechanisms. Its simplicity and stability make it a model substrate for investigating fundamental aspects of peptide chemistry and metabolism. The dipeptide's physicochemical properties, including its solubility and resistance to non-specific degradation, further enhance its utility in controlled laboratory settings.
Peptide hydrolysis studies: Ala-Ile is widely employed as a model substrate in research exploring the specificity and kinetics of proteolytic enzymes such as dipeptidases and peptidases. By monitoring its enzymatic cleavage, researchers can elucidate the catalytic mechanisms of these enzymes and assess their substrate preferences. Such studies are instrumental in advancing understanding of protein digestion, turnover, and the development of enzyme inhibitors or activity assays.
Amino acid transport research: The dipeptide is frequently used to probe the mechanisms of peptide and amino acid transport across biological membranes. Because many transporters recognize and translocate dipeptides more efficiently than free amino acids, Ala-Ile serves as a representative molecule for characterizing transporter specificity, uptake kinetics, and regulatory factors in cellular and vesicular systems. These investigations contribute to a deeper comprehension of nutrient absorption and peptide transporter function in various organisms.
Peptide synthesis validation: In the context of synthetic peptide chemistry, Ala-Ile is utilized as a reference compound to evaluate and optimize coupling strategies, protecting group removal, and purification protocols. Its well-characterized sequence and manageable size make it ideal for testing the efficiency of solid-phase and solution-phase peptide synthesis methods. Analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry often use this dipeptide to calibrate systems and validate synthetic workflows.
Analytical method development: The defined structure and chemical behavior of Ala-Ile make it a standard in the development and validation of chromatographic and spectrometric methods for peptide analysis. Laboratories employ it to optimize separation conditions, assess detection limits, and establish quantification protocols for small peptides in complex mixtures. Its use in method development ensures accurate and reproducible measurement of peptide analytes in research and quality control environments.
Protein structure-function studies: Researchers investigating the principles of protein folding and stability often incorporate model dipeptides like Ala-Ile into their experimental designs. Its inclusion in peptide libraries or as a building block in larger synthetic constructs enables systematic exploration of sequence-dependent effects on secondary structure, hydrophobic interactions, and conformational preferences. Data derived from such studies inform the rational design of novel peptides and protein engineering strategies.
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