Alpha-Asp-Leu is a dipeptide that is the N-(L-alpha-aspartyl) derivative of L-leucine. It has a role as a human urinary metabolite. It derives from aspartic acid and leucine.
CAT No: 10-101-301
CAS No:3062-14-4
Synonyms/Alias:3062-14-4;H-Asp-Leu-OH;L-alpha-aspartyl-L-leucine;(S)-2-((S)-2-Amino-3-carboxypropanamido)-4-methylpentanoic acid;Asp-Leu;Aspartyl-Leucine;alpha-Asp-Leu;L-Aspartyl-L-Leucine;(2S)-2-[(2S)-2-AMINO-3-CARBOXYPROPANAMIDO]-4-METHYLPENTANOIC ACID;(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-4-methylpentanoic acid;?-asp-leu;MFCD00037286;L-alpha-Asp-L-Leu;N-L-|A-aspartyl-L-leucine;SCHEMBL3783635;CHEBI:68596;AKOS016004504;AS-57816;FA108001;CS-0154141;D81932;Q27137034;
Chemical Name:(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-4-methylpentanoic acid
Asp-Leu, also known as aspartyl-leucine, is a dipeptide composed of the amino acids aspartic acid and leucine linked by a single peptide bond. As a member of the peptide compound category, Asp-Leu serves as a valuable model for studying peptide bond formation, enzymatic hydrolysis, and the physicochemical properties of short-chain peptides. Its structure, combining a polar acidic residue with a hydrophobic branched-chain residue, presents distinctive features that are relevant in both fundamental biochemical research and applied peptide science. The dipeptide is widely utilized in laboratories investigating peptide metabolism, transport mechanisms, and structure-activity relationships, making it an important tool for advancing peptide-related studies.
Peptide Metabolism Research: Asp-Leu is frequently employed as a substrate in enzymatic assays to investigate the specificity and kinetics of peptidases and proteases. Its defined structure allows researchers to probe the mechanisms by which these enzymes recognize and cleave peptide bonds, particularly those involving acidic and hydrophobic residues. By monitoring the hydrolysis of this dipeptide in vitro, scientists can elucidate the catalytic preferences of different proteolytic enzymes, contributing to a deeper understanding of protein turnover and degradation pathways.
Transport Mechanism Studies: The dipeptide serves as a model compound for exploring peptide transport across biological membranes. Due to its manageable size and distinct side chain properties, Asp-Leu is suitable for examining the activity of peptide transporters such as the oligopeptide transporter (PepT1) in cellular and vesicular systems. These studies provide critical insights into the absorption, distribution, and cellular uptake of small peptides, which are relevant for both nutritional science and pharmaceutical delivery research.
Peptide Synthesis Optimization: In the field of synthetic chemistry, Asp-Leu is used as a reference standard or intermediate to optimize solid-phase peptide synthesis (SPPS) protocols. Its incorporation into synthetic workflows allows for the evaluation of coupling efficiency, protection strategies, and purification methods specific to sequences containing both acidic and hydrophobic residues. By analyzing the synthesis and isolation of this dipeptide, chemists can refine methodologies for constructing more complex peptide sequences.
Structure-Activity Relationship Analysis: Researchers utilize Asp-Leu to investigate how sequence variation influences peptide conformation and bioactivity. Its combination of side chains provides a useful system for studying the effects of charge, hydrophobicity, and peptide length on molecular interactions and biological recognition. These analyses are essential for advancing peptide engineering, facilitating the rational design of peptides with tailored properties for research or industrial applications.
Analytical Method Development: The dipeptide is also applied in the development and validation of analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry. Asp-Leu's well-defined molecular characteristics make it an ideal standard for calibrating instruments, optimizing separation conditions, and assessing method sensitivity for peptide detection. Such applications are critical for ensuring the reliability and reproducibility of peptide quantification in complex biological and synthetic samples.
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