Triserine is a short homooligopeptide composed of three serine residues, offering multiple hydroxyl groups for hydrogen bonding. The peptide exhibits high polarity and flexible backbone dynamics. Researchers examine its behavior in phosphorylation-mimic studies and peptide-assembly investigations. Applications include structural modeling, SPPS calibration, and polar-motif exploration.
CAT No: R2384
CAS No:6620-98-0
Synonyms/Alias:Triserine;6620-98-0;SER-SER-SER;H-Ser-Ser-Ser-OH;(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoic acid;E1I56B264V;Serylserylserin;UNII-E1I56B264V;Seryl-seryl-serine;MFCD00055792;L-Seryl-L-seryl-L-serine;CHEMBL1221952;CHEBI:163447;AKOS027439643;AT17295;(S)-2-((S)-2-((S)-2-Amino-3-hydroxypropanamido)-3-hydroxypropanamido)-3-hydroxypropanoic acid;DA-54102;Q27276750;(2S)-2-[(2S)-2-[(2S)-2-AMINO-3-HYDROXYPROPANAMIDO]-3-HYDROXYPROPANAMIDO]-3-HYDROXYPROPANOIC ACID;(S)-2-((S)-2-((S)-2-Amino-3-hydroxypropanamido)-3-hydroxypropanamido)-3-hydroxypropanoicacid;
Triserine, also known as O-Phosphoserine trimer or Ser-Ser-Ser, is a synthetic carbohydrate compound composed of three serine residues linked together. Characterized by its unique structure and versatile biochemical properties, Triserine stands out as a valuable tool in glycobiology and peptide research. Its hydrophilic nature and ability to participate in hydrogen bonding make it an attractive candidate for a variety of experimental applications in both academic and industrial laboratories. The trimeric arrangement of serine units imparts distinct physicochemical characteristics, enabling Triserine to serve as a building block for more complex biomolecules or as a functional additive in specialized assays. Researchers appreciate its stability and compatibility with a wide range of solvents, which facilitates its integration into diverse experimental protocols.
Glycoscience Research: Triserine plays a pivotal role in glycoscience research, where it is often employed as a model compound to investigate protein-glycan interactions. By mimicking the serine-rich domains found in glycoproteins, it allows scientists to study the mechanisms underlying glycosylation and its effects on protein structure and function. The compound's ability to form stable complexes with various carbohydrate moieties provides valuable insights into the specificity and affinity of glycan-binding proteins, aiding in the elucidation of fundamental biological processes.
Peptide Synthesis: In peptide synthesis, the trimeric serine motif serves as a versatile scaffold for the construction of larger oligopeptides and glycopeptides. Its multiple hydroxyl groups facilitate site-specific modifications, enabling chemists to introduce diverse functional groups or carbohydrate chains. This flexibility is particularly useful in the design of synthetic analogs that mimic naturally occurring glycoproteins, thereby supporting efforts to understand protein folding, stability, and interactions in vitro.
Biomaterials Engineering: Triserine is increasingly utilized in biomaterials engineering, where it contributes to the development of hydrogels, coatings, and scaffolds for tissue engineering applications. Its hydrophilic character enhances the water retention and biocompatibility of polymer matrices, while its reactive side chains allow for covalent attachment to other biomolecules. Such properties make it an ideal additive for tailoring the mechanical and biochemical environment of engineered tissues, supporting cell adhesion, proliferation, and differentiation in experimental settings.
Enzyme Substrate Studies: As a substrate analog, the trimeric serine compound is frequently used in enzyme substrate studies to probe the specificity and catalytic mechanisms of serine-dependent enzymes. By incorporating it into enzyme assays, researchers can dissect the kinetics and binding preferences of enzymes involved in serine metabolism or post-translational modification pathways. This approach provides a controlled system for evaluating enzyme function and for screening potential modulators or inhibitors in biochemical research.
Analytical Method Development: In analytical chemistry, Triserine serves as a reference compound or calibration standard for the quantitative analysis of serine-containing peptides and proteins. Its well-defined structure and predictable chromatographic behavior make it suitable for use in high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis methods. By incorporating it into method development workflows, analysts can optimize separation conditions, improve detection sensitivity, and enhance the accuracy of quantification in complex biological samples.
Triserine's multifaceted utility extends across glycoscience research, peptide synthesis, biomaterials engineering, enzyme substrate studies, and analytical method development, making it an indispensable reagent in modern biochemical laboratories. Its ability to mimic natural serine-rich sequences, support the design of functionalized biomaterials, and provide reliable standards for analytical techniques underscores its significance in advancing both fundamental research and applied sciences. Scientists continue to explore innovative ways to leverage the unique properties of this trimeric compound, driving progress in the fields of molecular biology, materials science, and analytical biochemistry.
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