Glu-Ser

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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Glu-Ser(CAS 5875-38-7)

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;

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M.F/Formula
C8H14N2O6
M.W/Mr.
234.21
Sequence
One Letter Code:ES
Three Letter Code:H-Glu-Ser-OH

Glu-Ser (Glutamyl-Serine) is a dipeptide composed of glutamic acid and serine, recognized for its unique biochemical properties and versatility in research and industrial contexts. This compound is notable for its water solubility and stability under physiological conditions, making it highly compatible with various experimental setups. Researchers value Glu-Ser for its ability to mimic endogenous peptide sequences and its relevance in investigating peptide transport mechanisms, enzymatic interactions, and protein engineering. The presence of both acidic and polar functional groups within its structure allows it to participate in a wide range of non-covalent interactions, further expanding its utility across multiple scientific disciplines.

Peptide Transport Studies: Glu-Ser is widely utilized in the study of peptide transporters, particularly those involved in the absorption and cellular uptake of dipeptides. By serving as a model substrate, it enables researchers to elucidate the specificity and kinetics of transporter proteins in cell membranes. Its defined structure allows for controlled experimentation, facilitating the investigation of transporter-mediated uptake and the influence of structural modifications on transport efficiency. These insights are crucial for advancing the understanding of nutrient assimilation and the development of targeted delivery systems in biochemical research.

Enzymatic Substrate Analysis: In enzyme kinetics and specificity studies, Glutamyl-Serine acts as a valuable substrate for proteases and peptidases. Its dipeptide bond provides a clear site for enzymatic cleavage, allowing for the assessment of enzyme activity, substrate preferences, and catalytic mechanisms. Researchers often employ this compound to characterize the behavior of aminopeptidases, carboxypeptidases, and other hydrolytic enzymes. Such investigations contribute to the broader understanding of protein digestion, turnover, and metabolic regulation at the molecular level.

Protein Engineering and Design: The distinctive sequence of Glu-Ser serves as a building block in the design of novel peptides and proteins. Scientists leverage its chemical properties to introduce specific interactions or functionalities within synthetic constructs. Incorporating this dipeptide into larger peptide chains can influence folding patterns, solubility, and biological activity, enabling the rational design of biomolecules with tailored properties. This approach supports advancements in therapeutic peptide development, biomaterials, and synthetic biology applications.

Biochemical Assay Development: In the realm of analytical biochemistry, Glutamyl-Serine is frequently used as a standard or reference compound in various assay systems. Its predictable behavior in chromatographic and spectroscopic analyses makes it an ideal candidate for method validation and calibration. Additionally, it assists in the optimization of sample preparation protocols, detection sensitivity, and quantification accuracy in peptide analysis workflows. These applications are essential for ensuring the reliability and reproducibility of experimental results in both academic and industrial laboratories.

Nutritional and Metabolic Research: The role of Glu-Ser extends to studies focused on amino acid metabolism and nutritional biochemistry. Its presence in model systems allows scientists to probe the metabolic fate of dipeptides, their absorption pathways, and their contribution to overall nitrogen balance. By tracing the utilization and breakdown of this compound, researchers gain valuable insights into the interplay between dietary peptides and metabolic health. Such knowledge informs the development of functional foods and dietary supplements designed to optimize nutrient delivery and utilization.

Peptide Synthesis Optimization: Glutamyl-Serine is also instrumental in refining peptide synthesis protocols, particularly in solid-phase peptide synthesis (SPPS). Its reactivity and compatibility with common coupling reagents provide a reliable test case for evaluating reaction conditions, protecting group strategies, and purification methods. By integrating this dipeptide into synthetic workflows, chemists can troubleshoot challenges related to sequence assembly, yield, and product quality. These efforts contribute to the continuous improvement of peptide manufacturing processes, supporting innovation in research and commercial production.

InChI
InChI=1S/C8H14N2O6/c9-4(1-2-6(12)13)7(14)10-5(3-11)8(15)16/h4-5,11H,1-3,9H2,(H,10,14)(H,12,13)(H,15,16)/t4-,5-/m0/s1
InChI Key
UQHGAYSULGRWRG-WHFBIAKZSA-N

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