Glu-Ser combines an acidic glutamate with a polar serine, creating a dipeptide useful for studying hydrogen bonding and protonation behavior. Researchers examine its conformational transitions in aqueous environments. The sequence models early events in secondary-structure formation. Applications include enzymatic-recognition studies, peptide-assembly research, and charge-polar interaction analysis.
CAT No: R2345
CAS No:5875-38-7
Synonyms/Alias:H-GLU-SER-OH;Glu-Ser;5875-38-7;glutamylserine;L-Glutamyl-L-Serine;(4S)-4-amino-5-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-5-oxopentanoic acid;Glutamyl-Serine;ES dipeptide;alpha-Glu-Ser;E-S Dipeptide;alpha-glutamylserine;MFCD00237888;L-Glu-L-Ser;Glutamate Serine dipeptide;Glutamate-Serine dipeptide;L-alpha-glutamyl-L-serine;L-I+/--Glutamyl-L-serine;(S)-4-Amino-5-(((S)-1-carboxy-2-hydroxyethyl)amino)-5-oxopentanoic acid;SCHEMBL10532340;CHEBI:73509;DTXSID601319050;HY-P5103;DA-74130;FG108038;CS-0676347;Q27140590;(S)-4-amino-5-((S)-1-carboxy-2-hydroxyethylamino)-5-oxopentanoic acid;E-S;
Glu-Ser, also known as Glutamyl-Serine, is a synthetic dipeptide composed of the amino acids glutamic acid and serine linked via a peptide bond. As a representative of the dipeptide class, Glu-Ser is of considerable interest in biochemical research due to its role as a model compound for studying peptide structure, stability, and function. The unique combination of an acidic side chain from glutamic acid and a polar hydroxyl group from serine endows this peptide with distinctive physicochemical properties, making it valuable for investigating sequence-dependent behaviors in peptides and proteins. Its use extends into areas such as enzymology, peptide transport studies, and the development of analytical methodologies, positioning it as a versatile tool for advancing peptide science.
Peptide structure-function analysis: Glu-Ser serves as a model substrate in studies aimed at elucidating the relationship between peptide sequence and conformational dynamics. Researchers utilize this dipeptide to examine how the juxtaposition of acidic and polar residues influences secondary structure formation, hydrogen bonding networks, and overall peptide stability. Such investigations are fundamental for understanding the molecular basis of protein folding and the effects of sequence variation on biological activity, providing foundational insights for protein engineering and rational peptide design.
Enzyme substrate specificity: The dipeptide is widely employed in enzymology to probe the substrate preferences and catalytic mechanisms of peptidases, proteases, and other peptide-modifying enzymes. By incorporating Glu-Ser into enzymatic assays, scientists can assess the cleavage patterns, binding affinities, and kinetic parameters associated with specific enzyme classes. These studies contribute to the mapping of enzyme active sites and the development of selective inhibitors or substrates for mechanistic and drug discovery research.
Peptide transport and uptake studies: Glu-Ser is utilized in cellular and membrane transport experiments to investigate the mechanisms by which small peptides are recognized and translocated by peptide transporters. Its defined structure allows for precise tracking in uptake assays, enabling the characterization of transporter specificity, affinity, and transport kinetics. Such work is essential for understanding nutrient absorption, the pharmacokinetics of peptide-based drugs, and the physiological roles of oligopeptide carriers in various organisms.
Analytical method development: The dipeptide finds application as a standard or calibration compound in the optimization of chromatographic and electrophoretic techniques for peptide analysis. Its well-characterized properties make it suitable for validating separation efficiency, detection sensitivity, and quantification accuracy in high-performance liquid chromatography (HPLC), capillary electrophoresis, and mass spectrometry workflows. These applications support the advancement of analytical platforms for proteomics, metabolomics, and quality control in peptide synthesis.
Peptide synthesis and modification studies: Glu-Ser is frequently used as a building block or intermediate in the development and optimization of solid-phase peptide synthesis protocols. Its incorporation into longer peptide chains provides an opportunity to assess coupling efficiency, protecting group strategies, and side-chain reactivity, particularly when working with sequences containing both acidic and polar functionalities. Insights gained from such studies inform best practices for the synthesis of complex peptides and the minimization of side reactions, ultimately improving yield and product purity in research and industrial settings.
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