H-Gly-D-Gln-OH introduces a D-residue into a flexible dipeptide framework, supporting stereochemical and folding studies. The sequence reveals effects of chirality on hydrogen bonding and enzymatic recognition. Researchers assess its solubility and conformational transitions. Uses include motif analysis, D-amino acid incorporation studies, and structural modeling.
CAT No: R2505
CAS No:115588-13-1
Synonyms/Alias:H-Gly-D-Gln-OH;glycyl-d-glutamine;115588-13-1;gly-d-gln;MFCD00237909;AKOS037651059;CS-15794;FG108247;CS-0045258;D72201;(2R)-2-(2-AMINOACETAMIDO)-4-CARBAMOYLBUTANOIC ACID;
H-Gly-D-Gln-OH, also known as Glycyl-D-glutamine, is a synthetic dipeptide composed of glycine and the D-isomer of glutamine. Characterized by its unique stereochemistry and compact peptide structure, this carbohydrate compound offers distinct chemical and biological properties that distinguish it from naturally occurring L-peptides. Its stability and solubility make it a valuable tool in a variety of research and industrial environments, particularly where peptide-based substrates or modulators are required. The presence of the D-amino acid residue imparts resistance to enzymatic degradation, further enhancing its utility in experimental protocols that demand prolonged peptide activity or structural integrity. Researchers across disciplines have recognized the potential of H-Gly-D-Gln-OH in advancing studies related to peptide chemistry, molecular recognition, and biotechnological innovation.
Peptide Synthesis Research: In the realm of peptide synthesis, H-Gly-D-Gln-OH serves as a model substrate for investigating the impact of stereochemistry on peptide bond formation and stability. Its incorporation into peptide chains allows scientists to explore the effects of D-amino acids on overall peptide conformation and resistance to proteolytic enzymes. By using Glycyl-D-glutamine in solid-phase peptide synthesis or solution-phase methods, researchers can design novel peptides with enhanced biological stability, providing valuable insights for the development of robust biomolecules or peptide-based materials.
Enzyme Specificity Studies: The unique configuration of H-Gly-D-Gln-OH makes it an excellent probe for studying enzyme specificity and substrate selectivity. Enzymologists utilize this dipeptide to investigate how different enzymes, such as peptidases or proteases, interact with D-amino acid-containing substrates. Through kinetic assays and structure-activity relationship analyses, the compound helps elucidate mechanisms of enzyme recognition and catalysis, contributing to a deeper understanding of protein digestion, turnover, and metabolic pathways involving non-canonical amino acids.
Chiral Recognition and Separation: Glycyl-D-glutamine is frequently employed in analytical chemistry for the study of chiral recognition and separation techniques. Its D-glutamine component enables researchers to assess the performance of chiral stationary phases in chromatography or to calibrate analytical instruments for enantiomeric resolution. By serving as a reference compound or test analyte, it aids in the optimization of separation protocols and the development of new methodologies for distinguishing between stereoisomers in complex mixtures, which is essential in pharmaceutical analysis and quality control.
Biomaterials and Peptide Engineering: In the field of biomaterials, H-Gly-D-Gln-OH is utilized to engineer peptides and polymers with tailored properties. Its incorporation into synthetic peptide sequences can impart resistance to enzymatic degradation, prolonging the functional lifespan of biomaterials used in tissue engineering, drug delivery, or biosensing applications. Scientists exploit the stability conferred by the D-amino acid residue to design hydrogels, coatings, or scaffolds that maintain their structural integrity in biological environments, thereby expanding the range of applications for peptide-based materials.
Molecular Modeling and Computational Studies: Computational chemists and structural biologists employ H-Gly-D-Gln-OH as a model compound in molecular modeling and simulation studies. Its well-defined structure and distinctive stereochemistry provide a useful system for evaluating theoretical approaches to peptide folding, molecular dynamics, and interaction with other biomolecules. By simulating the behavior of this dipeptide in various environments, researchers can refine computational algorithms and gain predictive insights into the conformational preferences and functional roles of D-amino acid-containing peptides.
Biochemical Pathway Elucidation: H-Gly-D-Gln-OH is also applied in the elucidation of biochemical pathways involving peptide metabolism and turnover. By introducing this dipeptide into in vitro or cell-free systems, scientists can trace its metabolic fate, monitor the activity of specific enzymes, and identify intermediate products. These studies contribute to a broader understanding of how organisms process D-amino acid-containing peptides and how such compounds influence cellular function, signaling, or adaptation. Through its diverse applications, Glycyl-D-glutamine continues to support innovation and discovery in peptide science, analytical chemistry, and biomaterials research.
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