Met-Gln couples sulfur-containing methionine with polar glutamine, enabling studies of redox sensitivity and hydrogen bonding. The dipeptide serves as a model for methionine oxidation and amide-mediated interactions. Researchers evaluate its conformational changes under oxidative or metal-binding conditions. Applications include redox-biochemistry work, folding analysis, and peptide-modification research.
CAT No: R2563
CAS No:36261-62-8
Synonyms/Alias:Met-Gln;L-methionyl-L-glutamine;36261-62-8;Methionyl-Glutamine;H-Met-Gln-OH;L-Met-L-Gln;SCHEMBL2492672;CHEBI:74701;MQ;AKOS010407212;Q27144839;5-amino-2-[(2-amino-4-methylsulfanylbutanoyl)amino]-5-oxopentanoic acid;(2S)-5-amino-2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-5-oxopentanoic acid;
Met-Gln, also known as Methionylglutamine, is a synthetic dipeptide composed of the amino acids methionine and glutamine linked via a peptide bond. As a member of the peptide compound category, it serves as a model substrate for investigating peptide transport, metabolism, and enzymatic cleavage in biochemical and cellular systems. Its dual amino acid composition imparts unique physicochemical and functional properties, making it valuable for research into peptide stability, absorption, and bioactivity. The compound's relevance extends to studies of nutrient sensing, peptide transporter specificity, and the mechanistic underpinnings of peptide-based signaling pathways, positioning it as a versatile tool in modern biochemical research.
Peptide Transport Studies: Methionylglutamine is frequently employed as a model dipeptide to examine the mechanisms of peptide transport across biological membranes. Due to its defined structure, it is particularly useful for characterizing the substrate specificity and kinetic properties of peptide transporters such as the proton-coupled oligopeptide transporters (PepT1 and PepT2) in cellular uptake assays. By tracking its movement, researchers can elucidate transporter affinity, competitive inhibition, and the influence of structural modifications on peptide absorption, thereby advancing the understanding of nutrient uptake and drug delivery mechanisms.
Enzymatic Hydrolysis Research: The dipeptide serves as a substrate in studies of peptidase and protease activity, enabling detailed investigation of enzymatic cleavage specificity and kinetics. Methionylglutamine's defined peptide bond allows for precise monitoring of hydrolysis by various exopeptidases and endopeptidases, supporting the characterization of enzyme-substrate interactions. These insights are crucial for mapping metabolic pathways involving peptide degradation and for screening potential modulators of peptidase function in both basic and applied research contexts.
Peptide Synthesis Methodology: In the field of peptide chemistry, Methionylglutamine is utilized as a reference compound for optimizing solid-phase and solution-phase peptide synthesis protocols. Its synthesis and purification provide a benchmark for evaluating coupling efficiency, protecting group strategies, and overall yield in dipeptide assembly. By serving as a standard, it aids in the development and refinement of synthetic methodologies, which are essential for the scalable production of more complex peptide-based molecules.
Nutrient Sensing and Metabolic Studies: The compound's composition makes it an informative probe in studies of nutrient sensing and metabolic regulation. Researchers use Methionylglutamine to investigate how dipeptides influence cellular signaling pathways related to amino acid availability, energy metabolism, and stress responses. Its application in cell culture and biochemical assays contributes to a deeper understanding of how small peptides modulate physiological processes at the molecular level.
Analytical Method Development: Methionylglutamine is also valuable in the development and validation of analytical techniques for peptide quantification and characterization. Its well-defined structure and physicochemical properties make it suitable as a standard or calibration compound in high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis methods. These applications are critical for ensuring accuracy and reproducibility in the analysis of complex peptide samples across research and quality control laboratories.
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