MC-Gly-Gly-Phe-Gly is a cleavable ADC linker used for antibody-drug conjugates (ADCs).
CAT No: R1896
CAS No:2413428-36-9
Synonyms/Alias:MC-Gly-Gly-Phe-Gly;2413428-36-9;Mc-GGFG-OH;(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl)glycylglycyl-L-phenylalanylglycine;(S)-5-Benzyl-18-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazaoctadecan-1-oic acid;2-[[(2S)-2-[[2-[[2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetic acid;[(2S)-2-(2-{2-[6-(2,5-dioxopyrrol-1-yl)hexanamido]acetamido}acetamido)-3-phenylpropanamido]acetic acid;MC-Gly-Gly-Phe-Gly?;SCHEMBL23630027;EX-A4372;AKOS040759486;BP-28746;HY-44246;MS-29798;PD171746;CS-0106632;F78341;
Chemical Name:(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl)glycylglycyl-L-phenylalanylglycine
MC-Gly-Gly-Phe-Gly is a synthetic peptide featuring a methoxycarbonyl (MC) group at the N-terminus, followed by a glycine-glycine-phenylalanine-glycine sequence. As a structurally defined oligopeptide, it is valued for its utility in peptide chemistry and biochemical research, particularly in studies involving peptide modification, protease substrate profiling, and structure-activity relationship investigations. Its carefully designed sequence and functionalized termini make it a versatile tool for researchers seeking to explore peptide behavior, enzymatic interactions, and synthetic methodologies within the broader context of peptide science.
Protease substrate studies: One of the primary applications of MC-Gly-Gly-Phe-Gly lies in its use as a model substrate for protease activity assays. The defined peptide sequence, especially with the phenylalanine residue, provides a recognition motif for various proteolytic enzymes. Researchers can utilize this peptide to investigate cleavage specificity, kinetic parameters, and inhibitor efficacy for proteases of interest. The presence of the methoxycarbonyl group at the N-terminus can also influence protease recognition, offering additional insights into substrate-enzyme interactions and aiding in the development of selective assay platforms.
Peptide synthesis optimization: In the field of synthetic peptide chemistry, MC-Gly-Gly-Phe-Gly serves as a valuable reference compound for evaluating coupling strategies, protecting group stability, and purification protocols. Its construction involves standard solid-phase peptide synthesis techniques, making it suitable for benchmarking reagent performance and optimizing conditions for sequence assembly. By analyzing the yield, purity, and side-product formation associated with this peptide, chemists can refine synthetic methods and improve overall efficiency in peptide production workflows.
Enzyme kinetics and inhibitor screening: The tetrapeptide structure of MC-Gly-Gly-Phe-Gly enables its use in quantitative enzyme kinetics studies, where it acts as a substrate to assess catalytic rates and mechanism of action for peptidases and related enzymes. Its defined sequence allows for precise measurement of turnover rates and Michaelis-Menten parameters, facilitating the comparison of enzyme variants or the evaluation of small-molecule inhibitors. This application is particularly valuable in early-stage drug discovery and mechanistic enzymology, where robust and reproducible substrates are essential for generating meaningful data.
Peptide structure-activity relationship (SAR) research: The modular design of MC-Gly-Gly-Phe-Gly makes it an excellent candidate for SAR investigations, where systematic modifications to the peptide backbone or side chains can reveal critical determinants of biological activity or binding affinity. Researchers can employ this peptide as a template for analog synthesis, substituting amino acid residues or altering terminal groups to probe the influence of specific structural elements. Such studies provide foundational knowledge for the rational design of bioactive peptides and the development of novel molecular probes.
Analytical method development: MC-Gly-Gly-Phe-Gly is also utilized in the calibration and validation of analytical techniques used for peptide detection, quantification, and characterization. Its well-defined mass and predictable chromatographic behavior make it a suitable standard for high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis methods. By serving as a reference compound, it supports the establishment of reliable analytical protocols, ensuring accuracy and reproducibility in peptide research and quality control applications.
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