Homoglutathione extends the classical glutathione tripeptide with modified residue composition that influences redox behavior. Its thiol group supports studies of oxidative pathways and disulfide exchange. Researchers explore its structural transitions and metal-binding properties. Uses include biochemical redox modeling, detoxification studies, and thiol-based interaction research.
CAT No: R2482
CAS No:18710-27-5
Synonyms/Alias:homoglutathione;18710-27-5;L-gamma-glutamyl-L-cysteinyl-beta-alanine;(2S)-2-amino-5-[[(2R)-1-(2-carboxyethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid;H-GLU(CYS-BETA-ALA-OH)-OH;L=L-Homoglutathione;MFCD01318801;C04544;SCHEMBL2067187;CHEBI:17078;DTXSID301317148;HY-P4450;gamma-glutamyl-cysteinyl-beta-alanine;Homoglutathione (H-gGlu-Cys-bAla-OH);DA-74257;FH109127;Homoglutathione H-Glu(Cys-b-Ala-OH)-OH;Q27102200;2-amino-4-({1-[(2-carboxyethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acid;N5-((R)-1-((2-Carboxyethyl)amino)-3-mercapto-1-oxopropan-2-yl)-L-glutamine;
Homoglutathione, also known as γ-glutamylcysteinyl-β-alanine, is a unique tripeptide structurally related to the well-known antioxidant glutathione but distinguished by the substitution of β-alanine for glycine. This compound is naturally found in certain leguminous plants and has garnered significant interest in both plant biochemistry and broader scientific research due to its distinctive biochemical properties. Its ability to participate in redox reactions, modulate cellular responses to stress, and interact with various metabolic pathways makes it a valuable tool for exploring antioxidant mechanisms and plant physiology. The presence of homoglutathione in specific plant species, coupled with its involvement in critical cellular processes, positions it as a key molecule for investigating oxidative balance, stress adaptation, and sulfur metabolism in biological systems.
Plant Stress Physiology: Homoglutathione serves as an important antioxidant in leguminous plants, where it plays a crucial role in protecting cells from oxidative damage induced by environmental stresses such as drought, salinity, and pathogen attack. Researchers utilize this tripeptide to study how plants mitigate the harmful effects of reactive oxygen species, often comparing its function to that of glutathione to discern species-specific adaptations. By modulating homoglutathione levels or monitoring its fluctuations under stress conditions, scientists gain insights into the molecular strategies plants employ to maintain redox homeostasis and enhance stress tolerance, contributing to the development of more resilient crops.
Sulfur Metabolism Studies: In the context of plant biochemistry, homoglutathione is integral to understanding sulfur assimilation and metabolism. Its biosynthesis and turnover are closely linked to cysteine and glutathione pathways, making it a valuable marker for tracking sulfur flux within plant tissues. Experimental approaches frequently involve quantifying homoglutathione alongside related thiols to elucidate the regulation of sulfur-containing amino acids and their derivatives. This knowledge aids in deciphering how plants allocate sulfur resources, particularly under nutrient-limited or stress conditions, and informs strategies to optimize sulfur utilization for improved plant health and productivity.
Enzyme Kinetics and Redox Biology: The distinctive structure of homoglutathione allows it to serve as a substrate or cofactor in various enzymatic assays, particularly those involving glutathione-dependent enzymes. Scientists employ it to characterize the specificity and kinetics of enzymes such as homoglutathione synthetase, glutathione reductase, and related oxidoreductases. By substituting homoglutathione for glutathione in in vitro experiments, researchers can dissect enzyme mechanisms, identify substrate preferences, and explore the broader implications for redox regulation in plant and microbial systems. These studies contribute to a deeper understanding of the diversity and evolution of thiol-based redox networks.
Phytoremediation Research: The role of homoglutathione in detoxification processes extends to its application in phytoremediation studies. Its capacity to conjugate with xenobiotics and heavy metals, thereby facilitating their sequestration or removal from plant tissues, is of particular interest for environmental biotechnology. Investigations often focus on the induction of homoglutathione biosynthesis in response to pollutant exposure, as well as its interaction with other detoxification pathways. By leveraging these properties, researchers aim to enhance the phytoremediation potential of leguminous species for the cleanup of contaminated soils and water.
Comparative Biochemistry and Evolution: Homoglutathione provides a valuable comparative model for studying the evolution and diversification of thiol-based antioxidants across plant lineages. Its occurrence in specific taxa, contrasted with the ubiquitous presence of glutathione, prompts investigations into the genetic, enzymatic, and functional differences underlying antioxidant strategies in plants. Comparative analyses involving homoglutathione and related peptides help elucidate the selective pressures and adaptive benefits associated with alternative redox systems, offering broader perspectives on plant evolution and metabolic specialization.
Analytical Method Development: The unique chemical properties of homoglutathione make it an excellent standard or reference compound for the development and validation of analytical techniques targeting low-molecular-weight thiols. Researchers employ it in the optimization of chromatographic, spectrophotometric, and mass spectrometric methods designed to quantify thiol content in biological samples. Its use supports the accurate assessment of redox status, thiol metabolism, and antioxidant capacity in diverse research settings, thereby advancing methodological capabilities in plant physiology, biochemistry, and environmental science.
1. An Open-label, Single-center, Safety and Efficacy Study of Eyelash Polygrowth Factor Serum
3. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.