Ile-Ser blends hydrophobic and polar residues to model amphipathic behavior in short peptides. The sequence supports hydrogen-bond investigations and solvent-dependent folding. Researchers analyze its behavior in enzymatic systems. Uses include conformational analysis, motif exploration, and synthetic peptide optimization.
CAT No: R2668
CAS No:6403-14-1
Synonyms/Alias:Ile-Ser;Isoleucyl-Serine;6403-14-1;L-isoleucyl-L-serine;L-Ile-L-Ser;CHEBI:74078;(2S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-3-hydroxypropanoic acid;IS dipeptide;I-S Dipeptide;(S)-2-((2S,3S)-2-Amino-3-methylpentanamido)-3-hydroxypropanoic acid;Isoleucine Serine dipeptide;Isoleucine-Serine dipeptide;Isoleucylserin;2-((2-Amino-1-hydroxy-3-methylpentylidene)amino)-3-hydroxypropanoate;2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]-3-hydroxypropanoate;(2S)-2-(((2S,3S)-2-amino-3-methylpentanoyl)amino)-3-hydroxypropanoic acid;(2S)-2-(((2S,3S)-2-azaniumyl-3-methylpentanoyl)amino)-3-hydroxypropanoate;(2S)-2-[[(2S,3S)-2-azaniumyl-3-methylpentanoyl]amino]-3-hydroxypropanoate;IS;starbld0007967;CHEMBL56803;SCHEMBL9437483;6403-14-1(free base );DTXSID90427404;H-Ile-Ser-OH trifluoroacetic acid;AKOS010408399;FI108081;Q27144391;
Ile-Ser, also known as isoleucyl-serine, is a synthetic dipeptide composed of the amino acids isoleucine and serine linked via a peptide bond. As a representative of small peptide molecules, it offers unique physicochemical properties and biological relevance that make it valuable in a range of biochemical and molecular research contexts. The combination of a hydrophobic branched-chain amino acid (isoleucine) and a polar, hydroxyl-containing residue (serine) imparts distinct structural and functional characteristics to this dipeptide, enabling its use in studies related to peptide structure, enzymatic processing, and cellular transport mechanisms. Ile-Ser is frequently utilized in peptide science as a model compound for elucidating the behavior of short peptide sequences and their interactions within biological systems.
Peptide synthesis research: Ile-Ser serves as a practical building block and reference standard in the development and optimization of peptide synthesis protocols. Its well-defined sequence provides an ideal substrate for evaluating coupling efficiency, protecting group strategies, and purification techniques in both solid-phase and solution-phase peptide synthesis workflows. Researchers use this dipeptide to benchmark synthetic yields, monitor side reactions, and validate analytical methods, thereby refining overall peptide production methodologies.
Enzymology and protease specificity studies: The dipeptide is frequently employed as a model substrate in enzymology to investigate the substrate specificity of proteases and peptidases. By monitoring the enzymatic cleavage of the isoleucyl-serine bond, scientists can gain insights into the catalytic preferences and mechanistic details of various proteolytic enzymes. This approach aids in characterizing enzyme kinetics, mapping cleavage sites, and screening for enzyme inhibitors or modulators in fundamental and applied research settings.
Peptide transport and metabolism: Ile-Ser can be used to study the mechanisms of peptide uptake, transport, and metabolism in cellular and subcellular systems. Its small size and defined sequence make it suitable for probing the activity of peptide transporters, such as those in the SLC15 family, which are responsible for the uptake of di- and tripeptides across biological membranes. Such studies contribute to a deeper understanding of nutrient absorption, peptide-based drug delivery, and metabolic processing in various organisms.
Analytical method development: The dipeptide is valuable as a calibration standard or test analyte in the development and validation of analytical techniques, including high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis. Its defined mass, charge, and retention properties allow for precise optimization of separation parameters, sensitivity assessments, and quality control procedures in peptide analysis workflows. Utilizing Ile-Ser in these contexts ensures robust method performance and reliable quantitation of peptide species in complex mixtures.
Peptide structure-function relationship research: Ile-Ser provides a model system for investigating the relationship between peptide sequence, conformation, and biological activity. Its juxtaposition of hydrophobic and polar residues makes it suitable for studies on peptide folding, aggregation, and intermolecular interactions. Researchers employ this dipeptide in spectroscopic, computational, and biophysical experiments to elucidate the determinants of peptide stability, solubility, and binding affinity, thereby advancing the broader understanding of peptide behavior in solution and at interfaces.
1. Emerging applications of nanotechnology for diagnosis and therapy of disease: a review
4. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
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