Phenylalanylglycine combines aromatic phenylalanine with flexible glycine to demonstrate contrasting conformational tendencies. The dipeptide supports studies of hydrophobic packing and backbone mobility. Researchers employ it as a model in enzymatic specificity and peptide-assembly research. Applications extend to synthetic chemistry, folding behavior analysis, and ligand-design studies.
CAT No: R2629
CAS No:721-90-4
Synonyms/Alias:Phe-gly;H-PHE-GLY-OH;721-90-4;Phenylalanylglycine;Phe-Gly hydrate;l-Phenylalanyl-glycine;L-Phenylalanylglycine;2-[[(2S)-2-amino-3-phenylpropanoyl]amino]acetic acid;CHEMBL417979;CHEBI:73635;(S)-2-(2-amino-3-phenylpropanamido)acetic acid;2-[(2S)-2-amino-3-phenylpropanamido]acetic acid;phenylalanyl-glycine;MFCD00021728;FG dipeptide;F-G Dipeptide;L-Phe-Gly;glycine, phenylalanyl-;(S)-Phenylalanylglycine;L-Phenylalanyl-L-Glycine;N-(L-phenylalanyl)glycine;Phenylalanine Glycine dipeptide;Phenylalanine-Glycine dipeptide;SCHEMBL1329817;DTXSID901315619;FG;BDBM50139894;AT16962;HY-W141936;BS-29332;DA-64249;PD119121;CS-0201727;(2-Amino-3-phenyl-propionylamino)-acetic acid;EN300-151353;((S)-2-Amino-3-phenyl-propionylamino)-acetic acid;((S)-3-Amino-2-oxo-4-phenyl-butylamino)-acetic acid;{[(2S)-2-Amino-3-phenylpropanoyl]amino}acetic acid;Q27142685;F-G;
Phenylalanylglycine is a dipeptide compound composed of the amino acids phenylalanine and glycine, joined via a peptide bond. As a simple dipeptide, it serves as a model system for investigating peptide structure, function, and metabolism in biochemical research. Its defined sequence and physicochemical properties make it a valuable tool for studies involving peptide transport, enzymatic hydrolysis, and structure-activity relationships. Due to its relevance in the broader context of peptide chemistry, Phenylalanylglycine is frequently utilized as a standard or substrate in various experimental frameworks, providing insight into the behavior of peptide bonds and the molecular mechanisms governing peptide-based biological processes.
Peptide Transport Studies: As a representative dipeptide, Phenylalanylglycine is widely used to investigate the mechanisms of peptide transport across biological membranes. Its uptake and translocation by peptide transporters, such as PEPT1 and PEPT2, are of particular interest in cellular and molecular biology. By tracking the absorption and intracellular movement of this dipeptide, researchers can elucidate the specificity, kinetics, and regulation of peptide transporter systems, which are essential for understanding nutrient absorption and drug delivery strategies.
Enzymatic Hydrolysis Research: The compound serves as an effective substrate for analyzing the activity and specificity of peptidases and proteases. By monitoring the hydrolysis of Phenylalanylglycine, scientists can assess enzyme kinetics, catalytic efficiency, and substrate preference. These studies are fundamental for characterizing new proteolytic enzymes, optimizing assay conditions, and developing inhibitors or modulators targeting peptide bond cleavage.
Analytical Method Development: Phenylalanylglycine is often employed as a reference compound or calibration standard in chromatographic and spectrometric techniques. Its well-defined structure and predictable behavior facilitate the validation and optimization of analytical methods such as HPLC, capillary electrophoresis, and mass spectrometry. Utilizing this dipeptide in method development ensures reliable quantification and identification of peptides in complex biological samples, supporting both qualitative and quantitative analytical workflows.
Peptide Synthesis Validation: In synthetic peptide chemistry, Phenylalanylglycine is utilized to assess the efficiency and fidelity of peptide bond formation protocols. Its synthesis and subsequent analysis provide a benchmark for evaluating coupling reagents, protecting group strategies, and purification procedures. By comparing synthetic yields and purity profiles, chemists can refine synthetic methodologies and improve overall process robustness for more complex peptide targets.
Structure-Activity Relationship Investigations: The dipeptide's simple yet functionally relevant structure makes it suitable for probing the relationship between peptide sequence and biological activity. Researchers employ Phenylalanylglycine as a model to study conformational preferences, intermolecular interactions, and the influence of side-chain properties on peptide behavior. Such investigations contribute to the broader understanding of how sequence variations impact peptide recognition, binding, and function in biochemical systems.
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