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 through a peptide bond. This compound is characterized by its unique combination of sulfur-containing methionine and amide-rich glutamine, which imparts distinct biochemical properties valuable in various research and industrial settings. As a stable, water-soluble peptide, Met-Gln is frequently utilized in experimental protocols that require precise control over amino acid supplementation, peptide mapping, or the study of peptide transport and metabolism. Its structure allows for easy incorporation into diverse biological systems, making it an important tool for scientists investigating peptide function, nutrient signaling, and metabolic pathways.
Peptide Transport Studies: In the field of cellular biology, Methionylglutamine serves as a model substrate for investigating peptide transporter mechanisms, particularly those involving the uptake of dipeptides across cellular membranes. Researchers employ this dipeptide to probe the specificity and kinetics of transporters such as PEPT1 and PEPT2, which are critical for nutrient absorption and drug delivery. By tracking the cellular uptake and intracellular fate of Met-Gln, scientists can elucidate the functional dynamics of peptide transporters, providing insights that are essential for developing strategies to modulate nutrient assimilation or enhance the oral bioavailability of peptide-based therapeutics.
Metabolic Pathway Analysis: Methionylglutamine is also widely used in metabolic studies aimed at understanding amino acid interconversion, catabolism, and the regulation of nitrogen balance. The dipeptide's dual composition enables researchers to trace the metabolic fate of both methionine and glutamine, assess their contributions to biosynthetic pathways, and analyze the effects of dipeptide supplementation on cellular metabolism. Through isotope labeling and mass spectrometry, it becomes possible to dissect the metabolic fluxes associated with sulfur and nitrogen metabolism, ultimately advancing knowledge of amino acid homeostasis in health and disease models.
Protein Engineering and Peptide Mapping: In the realm of protein chemistry and structural biology, Met-Gln is utilized as a reference standard and calibration tool during peptide mapping and sequencing experiments. Its defined structure and predictable fragmentation patterns under mass spectrometric analysis make it an ideal internal standard for quantifying peptide mixtures or validating analytical protocols. Additionally, the dipeptide can be incorporated into synthetic polypeptides to investigate the impact of specific amino acid sequences on protein folding, stability, and function, thereby supporting the rational design of novel biomolecules.
Cell Culture Supplementation: Researchers in cell biology and biotechnology often supplement culture media with Methionylglutamine to explore its effects on cellular growth, differentiation, and stress responses. The dipeptide's ready solubility and bioavailability allow it to serve as a source of both methionine and glutamine, two amino acids essential for protein synthesis, antioxidant defense, and energy metabolism. By modulating the concentration of Met-Gln in culture systems, scientists can optimize nutrient conditions, study amino acid-dependent signaling pathways, and improve the productivity of recombinant protein expression platforms.
Enzymatic Activity Assays: Methionylglutamine finds application in enzymology as a substrate for characterizing peptidase and amidase activity. Enzymes that specifically recognize or cleave dipeptides can be assayed using Met-Gln, enabling the identification of substrate preferences, catalytic efficiencies, and inhibitor sensitivities. These studies are instrumental in the discovery and engineering of novel enzymes with potential applications in biotechnology, food processing, and pharmaceutical synthesis, as well as in the basic understanding of peptide metabolism and regulation. Through its diverse utility in peptide transport, metabolism, protein engineering, cell culture, and enzymology, Methionylglutamine continues to play a pivotal role in advancing biochemical research and innovation.
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