Phytochelatin 2 (PC2) (TFA)

Phytochelatin 2 (PC2) (TFA) consists of γ-glutamyl-cysteine repeats terminating in glycine, forming a metal-binding thiol-rich peptide. The structure supports studies of metal chelation, redox behavior, and folding transitions. Researchers examine its conformational flexibility and coordination geometry. Its TFA form provides consistent analytical purity.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Phytochelatin 2 (PC2) (TFA)(CAS 1426828-27-4)

CAT No: R2226

CAS No:1426828-27-4

Synonyms/Alias:Phytochelatin 2 (PC2) (TFA);HY-P2512A;1426828-27-4;CS-0904965;

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M.F/Formula
C20H30F3N5O12S2
M.W/Mr.
653.6
Sequence
One Letter Code:XCXCG
Three Letter Code:H-gGlu-Cys-gGlu-Cys-Gly-OH.TFA

Phytochelatin 2 (PC2) (TFA), also known as γ-glutamylcysteinylglycine tripeptide, is a naturally occurring peptide derived from the enzymatic polymerization of glutathione in plants and some microorganisms. Characterized by its repeating γ-glutamylcysteine units followed by a terminal glycine, PC2 is a member of the phytochelatin family, which plays a pivotal role in the cellular response to metal stress. The trifluoroacetic acid (TFA) salt form enhances its solubility and stability, making it suitable for a broad range of laboratory applications. With its unique thiol-rich structure, this compound has garnered significant attention in environmental, biochemical, and agricultural research, where its metal-binding capabilities are leveraged to investigate detoxification pathways and stress physiology.

Heavy Metal Detoxification Mechanisms: Phytochelatin 2 serves as a crucial model compound for elucidating the molecular mechanisms underlying heavy metal detoxification in plant systems. Its ability to chelate and sequester metals such as cadmium, lead, and mercury enables researchers to study how plants mitigate metal toxicity at the cellular and subcellular levels. By forming stable complexes with toxic metal ions, PC2 facilitates their transport into vacuoles, thereby reducing their bioavailability and potential damage to essential biomolecules. In vitro assays utilizing this peptide help delineate the stepwise process of metal uptake, chelation, and compartmentalization, providing insights that inform phytoremediation strategies and crop engineering efforts aimed at improving tolerance to contaminated soils.

Analytical Standards for Metal Complexation Studies: In analytical chemistry, PC2 (TFA) is extensively employed as a standard for developing and validating methods to detect and quantify phytochelatins and their metal complexes. Its defined structure and reactivity make it ideal for calibrating high-performance liquid chromatography (HPLC), mass spectrometry (MS), and capillary electrophoresis (CE) techniques. Researchers use it to optimize extraction, separation, and detection protocols, ensuring accurate measurement of endogenous phytochelatin levels in diverse biological samples. This application is critical for monitoring environmental exposure to heavy metals and assessing the efficacy of remediation interventions in both laboratory and field settings.

Plant Stress Physiology Research: As a representative phytochelatin, PC2 is instrumental in dissecting the molecular responses of plants to various abiotic stresses beyond heavy metal exposure. Studies often employ exogenous application or genetic manipulation of phytochelatin pathways to investigate their role in modulating antioxidant defenses, redox homeostasis, and signal transduction. The peptide's interactions with reactive oxygen species (ROS) and its influence on the expression of stress-responsive genes provide valuable data for understanding how plants adapt to challenging environmental conditions, such as drought, salinity, and oxidative stress. These insights contribute to the development of crops with enhanced resilience and productivity.

Biotechnological and Synthetic Biology Applications: In the field of synthetic biology, PC2 is utilized to engineer microorganisms and plants with tailored metal-binding capacities. By introducing genes encoding phytochelatin synthase or by supplementing cultures with synthetic peptides, scientists can enhance the ability of host organisms to accumulate, immobilize, or transform heavy metals. This approach is applied in the design of biosensors, biofilters, and bioremediation agents for environmental cleanup. The study of structure-activity relationships using PC2 analogs also informs the rational design of novel peptides with improved selectivity and affinity for specific metal ions.

Molecular Probe and Structural Biology: Researchers leverage phytochelatin 2 as a molecular probe to investigate the conformational dynamics and binding affinities of metal-peptide complexes. Advanced spectroscopic and crystallographic techniques utilize this peptide to characterize the coordination environment of bound metals, elucidate the role of thiol groups in metal recognition, and model the structural basis of metal-induced peptide aggregation. These studies advance the fundamental understanding of metallopeptide chemistry and inform the design of chelating agents for diverse scientific and industrial applications.

Environmental Monitoring and Ecotoxicology: The use of PC2 (TFA) extends to environmental monitoring, where it serves as a biomarker for assessing the impact of heavy metal pollution on plant and microbial communities. Quantification of phytochelatin levels in environmental samples provides a sensitive indicator of metal stress and ecosystem health. Ecotoxicology studies employ this compound to evaluate the bioavailability and toxicity of metals in soil and water, supporting risk assessment and regulatory decision-making. Overall, the multifaceted applications of phytochelatin 2 (TFA) underscore its importance as a research tool in metal biology, environmental science, and biotechnology.

InChI
InChI=1S/C18H29N5O10S2.C2HF3O2/c19-8(17(30)31)1-3-12(24)22-11(7-35)16(29)23-9(18(32)33)2-4-13(25)21-10(6-34)15(28)20-5-14(26)27;3-2(4,5)1(6)7/h8-11,34-35H,1-7,19H2,(H,20,28)(H,21,25)(H,22,24)(H,23,29)(H,26,27)(H,30,31)(H,32,33);(H,6,7)/t8-,9-,10-,11-;/m0./s1
InChI Key
PEQLSEASMYGKKC-WORASRPPSA-N

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