H-Arg-Gly-OH·HCl provides a basic-neutral dipeptide in a soluble hydrochloride form, ideal for charge-solubility and enzyme-recognition experiments. The guanidinium group participates in strong electrostatic and hydrogen-bond interactions. Researchers examine its role as a minimal trypsin-recognition element. Applications include substrate-fragment studies, folding research, and salt-form comparison.
CAT No: R2363
CAS No:105241-88-1
Synonyms/Alias:H-Arg-Gly-OH HCl;105241-88-1;H-Arg-Gly-OH . HCl;2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]acetic acid;hydrochloride;MFCD00237781;H-Arg-Gly-OH-HCl;H-Arg-Gly-OH.HCl;(S)-2-(2-amino-5-guanidinopentanamido)acetic acid hydrochloride;FA108265;(S)-2-(2-Amino-5-guanidinopentanamido)acetic acid xhydrochloride;
H-Arg-Gly-OH HCl, also known as the hydrochloride salt of the dipeptide arginyl-glycine, is a synthetic peptide compound widely utilized in biochemical research. Comprising the amino acids arginine and glycine, this dipeptide exhibits physicochemical properties that make it valuable for investigating peptide structure-function relationships, enzymatic activity, and peptide transport mechanisms. Its straightforward structure and defined sequence provide an accessible model for probing the roles of basic and small neutral amino acids in peptide-based systems. As a research tool, H-Arg-Gly-OH HCl offers significant utility for scientific studies focused on peptide biochemistry, molecular recognition, and analytical method development.
Peptide substrate research: H-Arg-Gly-OH HCl serves as a model substrate in studies of proteolytic enzymes, particularly those with specificity for basic residues such as arginine. By utilizing this dipeptide in enzymatic assays, researchers can assess the activity, specificity, and kinetic parameters of peptidases or proteases, gaining insight into substrate recognition and cleavage mechanisms. The defined sequence facilitates the design of experiments aimed at mapping enzyme active sites and elucidating catalytic preferences, which is critical for both fundamental enzymology and the development of selective enzyme inhibitors.
Peptide transport and uptake studies: Due to its small size and defined charge properties, this dipeptide is frequently employed to investigate the mechanisms of peptide transport across biological membranes. It is particularly relevant in the study of peptide transporters, such as those in the SLC15 family, which mediate the cellular uptake of di- and tripeptides. By tracking the uptake and translocation of arginyl-glycine, scientists can dissect transporter specificity, affinity, and regulatory factors, thereby advancing the understanding of nutrient absorption and peptide pharmacokinetics in cellular and tissue models.
Analytical method development: The well-characterized nature of H-Arg-Gly-OH HCl makes it an ideal standard or reference compound in the development and validation of analytical techniques for peptide detection and quantification. Its use in high-performance liquid chromatography (HPLC), capillary electrophoresis, and mass spectrometry supports the optimization of separation conditions, calibration protocols, and sensitivity assessments. Employing this dipeptide as a benchmark enables reliable analysis of peptide mixtures in complex biological or synthetic samples, facilitating accurate identification and quantification in research and quality control settings.
Peptide synthesis optimization: In the context of synthetic peptide chemistry, arginyl-glycine hydrochloride is valuable for evaluating and refining solid-phase peptide synthesis (SPPS) protocols. Its sequence, which includes a basic side chain and a small neutral residue, allows chemists to test coupling efficiency, deprotection strategies, and purification methods under various conditions. Insights gained from these experiments inform the optimization of synthetic routes for more complex peptides, contributing to improved yields, purity, and process reproducibility in laboratory and industrial peptide manufacturing.
Structure-activity relationship (SAR) investigations: The dipeptide's distinct combination of arginine and glycine offers a platform for examining how specific amino acid residues influence peptide conformation, stability, and biological interactions. Researchers employ H-Arg-Gly-OH HCl in SAR studies to probe the effects of side chain charge, hydrogen bonding, and backbone flexibility on peptide binding, recognition, and reactivity. These investigations are instrumental in guiding the rational design of novel peptide-based probes, inhibitors, or functional biomolecules for diverse biochemical applications.
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