Cyclo(Pro-Trp) is a cyclic dipeptide molecule composed of the two amino acids proline and tryptophan. Cyclo(Pro-Trp) is found in some proteins that are involved in the regulation of cell growth and differentiation. It has also been found to possess potential anti-inflammatory and anti-cancer properties.
CAT No: 10-101-252
CAS No:67889-75-2
Synonyms/Alias:Cyclo(Pro-Trp);67889-75-2;3-(1H-indol-2-ylmethyl)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione;
Cyclo(Pro-Trp), also known as cyclo(L-prolyl-L-tryptophyl), is a naturally occurring cyclic dipeptide belonging to the diketopiperazine (DKP) family. This compound is characterized by its stable, rigid ring structure, which imparts unique physicochemical properties and enhances its resistance to enzymatic degradation compared to linear peptides. Cyclo(Pro-Trp) is often isolated from microbial sources, including various bacteria and fungi, and can also be synthesized chemically for research and industrial purposes. Its notable stability and distinct aromatic side chains make it a valuable molecule for diverse scientific investigations, particularly in the fields of biochemistry, molecular biology, and natural product chemistry.
Antimicrobial Research: Cyclo(Pro-Trp) demonstrates significant potential in antimicrobial research due to its ability to disrupt microbial cell membranes and interfere with essential metabolic processes. Researchers utilize this cyclic dipeptide to investigate novel mechanisms of microbial inhibition and resistance modulation. By incorporating Cyclo(Pro-Trp) into in vitro assays, scientists can evaluate its spectrum of activity against various bacterial and fungal strains, contributing to the identification of new antimicrobial agents and the understanding of microbial defense strategies. The compound's inherent stability allows for reliable experimental outcomes, making it a preferred choice for studies focused on natural antimicrobial compounds.
Quorum Sensing Modulation: In the field of microbiology, cyclo(L-prolyl-L-tryptophyl) is frequently explored as a quorum sensing modulator. Quorum sensing is a critical communication mechanism among bacteria that regulates gene expression in response to population density. Cyclo(Pro-Trp) has been shown to interfere with these signaling pathways, thereby influencing bacterial behavior such as biofilm formation, virulence factor production, and motility. This property is particularly valuable in research aimed at controlling pathogenicity or disrupting biofilms in industrial and environmental settings, as it provides insights into alternative strategies for microbial management without relying on traditional antimicrobial agents.
Natural Product Chemistry: As a representative of the diketopiperazine class, Cyclo(Pro-Trp) serves as an important model compound in natural product chemistry. Its occurrence in various natural sources, including fermented foods and soil microorganisms, makes it a subject of interest for chemists studying the biosynthesis, structural diversity, and ecological roles of DKPs. Analytical techniques such as mass spectrometry and nuclear magnetic resonance spectroscopy are employed to elucidate the compound's structure and to trace its biosynthetic origins. Investigations using this cyclic dipeptide enhance the understanding of secondary metabolite production and support the discovery of related bioactive molecules in nature.
Peptide Engineering: The unique conformational rigidity and resistance to degradation exhibited by cyclo(L-prolyl-L-tryptophyl) make it a useful scaffold in peptide engineering and drug design research. Scientists leverage its cyclic structure to develop novel peptide analogues with improved stability and biological activity. By incorporating the DKP motif into synthetic peptides, researchers can create molecules with enhanced pharmacokinetic properties for use in biochemical assays and as molecular probes. Its application in this area not only advances the field of peptide therapeutics but also supports the creation of new tools for probing protein-protein interactions and cellular pathways.
Analytical Method Development: In analytical chemistry, Cyclo(Pro-Trp) is employed as a reference standard and calibration compound for the development and validation of chromatographic and spectroscopic methods. Its well-defined structure and physicochemical properties make it suitable for optimizing the detection and quantification of small peptides in complex biological matrices. Researchers use it to refine sample preparation protocols, improve method sensitivity, and ensure reproducibility in peptide analysis. This application is essential for laboratories engaged in the qualitative and quantitative assessment of peptides in food, environmental, and biological samples, thereby supporting high-quality analytical research and method standardization.
3. Low bone turnover and low BMD in Down syndrome: effect of intermittent PTH treatment
5. Store-operated Ca2+ entry sustains the fertilization Ca2+ signal in pig eggs
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