MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH is a modular peptide-linker construct containing aromatic and glycine-rich residues for flexible folding. The sequence aids in studying ligand tethering, peptide-protein interactions, and aromatic packing. Researchers use it to investigate spacer effects and conformational dynamics. Its terminal linker provides anchoring versatility.
CAT No: R2233
CAS No:1599440-25-1
Synonyms/Alias:MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH;1599440-25-1;(S)-10-Benzyl-23-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-6,9,12,15,18-pentaoxo-3-oxa-5,8,11,14,17-pentaazatricosan-1-oic acid;MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH (GMP);2-[[[2-[[(2S)-2-[[2-[[2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]methoxy]acetic acid;SCHEMBL17003582;EX-A4328;ZNC44025;AKOS040756914;HY-131990G;BP-29530;DA-55281;MS-30749;HY-131990;CS-0145893;CS-0899296;F81359;Mal-Gly-Gly-L-Phe-N-[(carboxymethoxy)methyl]Glycinamide;Glycinamide,N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]glycylglycyl-L-phenylalanyl-N-[(carboxymethoxy) methyl] -;
MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH is a synthetic peptide derivative designed with a modified C-terminus, making it a valuable tool in peptide research and biochemical investigations. Its structure incorporates a methoxycarbonyl (MC) protecting group and an extended glycine-phenylalanine-glycine core, terminated with an amide-linked carboxymethyl ether moiety. Such modifications confer unique physicochemical properties, including enhanced solubility and altered reactivity, which are advantageous in studies focused on peptide function, structure-activity relationships, and the development of novel peptide-based technologies. The compound's tailored sequence and terminal modification enable its use in a range of experimental settings where precise control over peptide behavior is essential.
Peptide synthesis: MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH serves as an advanced building block in solid-phase and solution-phase peptide synthesis. The presence of the MC protecting group and the modified C-terminal structure allows for selective coupling reactions, facilitating the assembly of longer peptide chains or the introduction of specialized functionalities. Researchers utilize this derivative to construct complex peptide architectures or to incorporate non-standard linkages that can modulate biological activity or improve peptide stability.
Structure-activity relationship studies: The unique sequence and terminal modifications of this peptide make it an effective probe for investigating the relationship between peptide structure and biological function. By systematically varying residues or terminal groups and comparing the resulting activity profiles, scientists can elucidate the roles of specific amino acids and modifications in receptor binding, enzymatic recognition, or cellular uptake. This approach is instrumental in the rational design of bioactive peptides and peptidomimetics.
Protease substrate development: The tailored sequence of MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH renders it suitable for use as a substrate in protease activity assays. The inclusion of phenylalanine within the peptide core and the modified C-terminus can influence recognition and cleavage by specific proteolytic enzymes. Such substrates are valuable for characterizing enzyme specificity, screening for inhibitors, or profiling protease activity in complex biological samples.
Peptide functionalization studies: The chemically reactive sites present in this peptide derivative provide opportunities for further functionalization, such as conjugation to fluorophores, affinity tags, or other biomolecules. Researchers leverage these properties to create labeled peptides for imaging, tracking, or affinity purification applications. The ability to selectively modify the peptide at defined positions enhances its utility in advanced biochemical and biophysical experiments.
Analytical method development: MC-Gly-Gly-Phe-Gly-NH-CH2-O-CH2COOH is also employed as a reference standard or calibration tool in analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry. Its distinct mass and chromatographic behavior, resulting from the unique sequence and terminal modifications, make it a reliable standard for method validation, instrument calibration, or quantitative peptide analysis in research and quality control laboratories.
2. Store-operated Ca2+ entry sustains the fertilization Ca2+ signal in pig eggs
5. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
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