H-Gly-Ala-Hyp-OH integrates hydroxyproline with flexible glycine and helix-supporting alanine to study backbone curvature. Researchers investigate its hydrogen-bonding patterns and solvent interactions. The tripeptide aids exploration of collagen-like motifs. Applications include peptide-material modeling, secondary-structure analysis, and synthetic design.
CAT No: R2353
CAS No:22028-81-5
Synonyms/Alias:H-Gly-Ala-Hyp-OH;22028-81-5;(2S,4R)-1-[(2S)-2-[(2-aminoacetyl)amino]propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid;(2S,4R)-1-((S)-2-(2-Aminoacetamido)Propanoyl)-4-hydroxypyrrolidine-2-carboxylic acid;MFCD00237895;HY-P4231;DA-64145;FG108945;CS-0653246;
H-Gly-Ala-Hyp-OH, also known as Glycylalanyl-hydroxyproline, is a synthetic tripeptide composed of glycine, alanine, and hydroxyproline. This peptide is structurally reminiscent of sequences found in collagen and related extracellular matrix proteins, making it a valuable tool for research in the fields of biochemistry, molecular biology, and tissue engineering. Its unique composition, particularly the inclusion of hydroxyproline, imparts increased stability and resistance to enzymatic degradation, features that are essential for in vitro and in vivo studies involving peptide interactions and stability. The peptide's solubility and compatibility with a variety of biological assays further enhance its utility in experimental protocols, enabling researchers to explore peptide structure-function relationships and biomolecular interactions with precision.
Peptide Structure-Function Analysis: H-Gly-Ala-Hyp-OH is frequently utilized in studies aimed at elucidating the relationship between peptide sequence and biological function. By serving as a model tripeptide, it allows researchers to systematically investigate how the presence of hydroxyproline influences peptide conformation, stability, and interaction with other biomolecules. Such studies are critical for understanding the molecular determinants of protein folding and stability, especially in the context of collagenous proteins, and can inform the design of novel biomimetic materials or therapeutic agents.
Collagen Biosynthesis and Degradation Research: The tripeptide Glycylalanyl-hydroxyproline is instrumental in dissecting the processes underlying collagen synthesis and breakdown. Researchers employ it as a substrate or reference compound when characterizing enzymes such as prolyl hydroxylases and collagenases, which are involved in post-translational modification and degradation of collagen, respectively. By monitoring the enzymatic processing of this peptide, scientists can gain insights into the mechanisms regulating extracellular matrix remodeling, tissue repair, and pathological conditions characterized by abnormal collagen turnover.
Biomaterials Development: In the field of biomaterials, H-Gly-Ala-Hyp-OH serves as a fundamental building block for the design of peptide-based scaffolds and hydrogels. Its sequence, which mimics natural collagen motifs, enables the fabrication of materials that support cell adhesion, proliferation, and differentiation. Researchers incorporate this tripeptide into synthetic matrices to enhance biocompatibility and mechanical properties, thereby advancing the development of next-generation materials for tissue engineering and regenerative medicine.
Peptide-Protein Interaction Studies: The tripeptide is also valuable in assays that probe the interaction between short peptide fragments and larger proteins, such as integrins or growth factors. By labeling or immobilizing H-Gly-Ala-Hyp-OH, scientists can study binding affinities, specificity, and the structural basis of recognition events that underlie cellular signaling and extracellular matrix assembly. These investigations contribute to a deeper understanding of cell-matrix communication and the molecular basis of tissue organization.
Analytical Method Development: Researchers leverage Glycylalanyl-hydroxyproline as a standard or calibration compound in the development and validation of analytical techniques, such as high-performance liquid chromatography (HPLC) and mass spectrometry, for peptide quantification and characterization. Its defined structure and stability make it an ideal candidate for optimizing separation conditions, establishing detection limits, and ensuring reproducibility in peptide analysis workflows. Such methodological advancements are essential for the accurate assessment of peptide content in biological samples and the quality control of synthetic peptide preparations. Through these diverse research applications, H-Gly-Ala-Hyp-OH continues to play a pivotal role in advancing scientific understanding across multiple disciplines related to biochemistry, molecular biology, and materials science.
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