H-Gly-D-Tyr-OH incorporates a D-tyrosine residue that perturbs typical backbone geometry and hydrogen-bond patterns. Researchers use it to evaluate stereochemical influences on folding and recognition. Its aromatic side chain supports UV-based analytical work. Applications span chirality studies, peptide-design research, and structure-function mapping.
CAT No: R2554
CAS No:133706-65-7
Synonyms/Alias:H-Gly-D-Tyr-OH;133706-65-7;D-Tyrosine, N-glycyl-;(2R)-2-(2-AMINOACETAMIDO)-3-(4-HYDROXYPHENYL)PROPANOIC ACID;MFCD02259554;SCHEMBL3459805;(2R)-2-[(2-aminoacetyl)amino]-3-(4-hydroxyphenyl)propanoic acid;DA-64148;FG108317;HY-131094;CS-0128295;EN300-7442707;
H-Gly-D-Tyr-OH, also known as Glycyl-D-Tyrosine, is a synthetic dipeptide composed of glycine and D-tyrosine. Its unique structure incorporates the D-isomer of tyrosine, which imparts distinct physicochemical properties compared to its L-counterpart. This compound is valued in research settings for its stability, solubility, and resistance to enzymatic degradation, making it a versatile tool for a variety of scientific investigations. The presence of the D-amino acid residue not only enhances its durability in biological systems but also opens avenues for probing stereospecific interactions in peptide-based studies. Researchers utilize H-Gly-D-Tyr-OH to explore fundamental aspects of peptide chemistry, molecular recognition, and structure-activity relationships.
Peptide Structure-Activity Relationship Studies: Glycyl-D-Tyrosine serves as a model compound in elucidating the effects of D-amino acid incorporation on peptide conformation and biological activity. By substituting L-tyrosine with its D-isomer, scientists can investigate alterations in peptide folding, stability, and receptor binding affinity. Such studies are crucial for understanding the stereochemical requirements of peptide interactions and for designing analogs with tailored properties for research applications. The insights gained from these experiments contribute to the broader field of peptide engineering, where the manipulation of stereochemistry is a key strategy for modulating function and resistance to proteolytic degradation.
Enzymatic Specificity and Degradation Research: Researchers employ H-Gly-D-Tyr-OH to assess the specificity and activity of peptidases and proteases. Since enzymes typically exhibit a preference for L-amino acid-containing substrates, the inclusion of a D-tyrosine residue renders this dipeptide more resistant to enzymatic hydrolysis. By monitoring the degradation kinetics of this compound in the presence of various enzymes, scientists can delineate enzyme substrate specificity and identify potential mechanisms of resistance. These findings are instrumental in the development of peptide-based molecules with enhanced metabolic stability for use in biochemical assays and molecular biology protocols.
Chirality and Stereochemical Analysis: Glycyl-D-Tyrosine is a valuable standard for analytical techniques aimed at distinguishing between D- and L-amino acid-containing peptides. Its well-defined structure and chiral center make it suitable for validating chromatographic and spectroscopic methods, such as HPLC and NMR, used in stereochemical analysis. By providing a reference compound, it aids in the accurate quantification and identification of D-amino acid residues in complex peptide mixtures, supporting research in peptide synthesis, quality control, and analytical chemistry.
Peptide Transport and Uptake Investigations: The dipeptide is frequently utilized in studies examining the mechanisms of peptide transport across biological membranes. Its resistance to enzymatic degradation allows for precise measurement of uptake rates and transporter specificity in in vitro and ex vivo systems. By tracking the movement of Glycyl-D-Tyrosine across cell layers or membrane vesicles, researchers can elucidate the role of peptide transporters in nutrient absorption, drug delivery, and cellular signaling. These studies enhance our understanding of membrane transport processes and inform the design of peptide-based delivery systems.
Biomaterials and Peptide Engineering: H-Gly-D-Tyr-OH finds application in the field of biomaterials, where its incorporation into peptide-based scaffolds or hydrogels can modulate material properties such as stability, bioactivity, and resistance to enzymatic degradation. The use of D-tyrosine-containing dipeptides in biomaterial design enables the creation of novel materials with tunable characteristics for research in tissue engineering, regenerative medicine, and surface modification. By leveraging the unique features of this compound, scientists develop advanced materials that mimic or enhance biological functions, expanding the toolkit available for innovative research in the life sciences.
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