Palmitoyl Tetrapeptide-3

Palmitoyl Tetrapeptide-3 (Rigin) is a synthetic peptide, corrspending to 341-344 amino acid sequence
of IgG human H-chain, with phagocytosis stimulating activity.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Palmitoyl Tetrapeptide-3(CAS 221227-05-0)

CAT No: R1598

CAS No:221227-05-0

Synonyms/Alias:221227-05-0;Pal-Gly-Gln-Pro-Arg-OH;Palmitoyl tetrapeptide-7;Palmitoyl Tetrapeptide-3;N-Palmitoylrigin;Palmitoyl-GQPR;PALMITOYL TETRAPEPTIDE 3;UNII-Q41S464P1R;(2S)-2-[[(2S)-1-[(2S)-5-amino-2-[[2-(hexadecanoylamino)acetyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid;DTXSID10176644;Q41S464P1R;l-Arginine, N-(1-oxohexadecyl)glycyl-l-glutaminyl-l-prolyl-;(2S)-2-(((2S)-1-((2S)-4-carbamoyl-2-(2-hexadecanamidoacetamido)butanoyl)pyrrolidin-2-yl)formamido)-5-((diaminomethylidene)amino)pentanoic acid;(2S)-2-{[(2S)-1-[(2S)-4-carbamoyl-2-(2-hexadecanamidoacetamido)butanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoic acid;MFCD11977710;Palmitoyl tetrapeptide 7;Palmitoyl tetrapeptide-7?;SCHEMBL1163313;DTXCID7099135;IHRKJQSLKLYWBQ-QKDODKLFSA-N;HY-P0064;AKOS030528646;AKOS040763877;DB14137;FR73584;PALMITOYL TETRAPEPTIDE-7 [INCI];DA-76572;DS-19563;FP146820;CS-0015089;NS00073471;C74122;Q27286972;(2S)-5-carbamimidamido-2-{[(2S)-1-[(2S)-4-carbamoyl-2-(2-hexadecanamidoacetamido)butanoyl]pyrrolidin-2-yl]formamido}pentanoic acid;

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cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C34H62N8O7
M.W/Mr.
694.9
Sequence
One Letter Code:GQPR
Three Letter Code:palmitoyl-Gly-Gln-Pro-Arg-OH
Application
Palmitoyl Tetrapeptide-7 has been used in beauty products and cosmetics to reduce the cumulative amount of damage that occurs following exposure to UV light, pollution, internal stress, and other pro-inflammatory factors.
It is used to counteract skin slackening and to perk up and increase the firmness of the fragile skin area around eyes.

Palmitoyl Tetrapeptide-3 is a synthetic peptide compound characterized by a palmitoyl lipid chain conjugated to a tetrapeptide sequence. As a bioactive peptide, it is widely recognized for its role in modulating cellular communication and influencing extracellular matrix dynamics. Its amphiphilic structure enhances membrane permeability and facilitates targeted interactions with cellular receptors, making it a valuable molecular tool in the investigation of peptide signaling pathways. Researchers utilize this compound to probe the mechanisms underlying peptide-mediated cellular responses, particularly in the context of extracellular matrix regulation and intercellular signaling.

Peptide signaling research: In experimental systems, Palmitoyl Tetrapeptide-3 serves as a model compound for studying peptide-receptor interactions and downstream signaling cascades. Its defined structure and enhanced bioavailability due to the palmitoyl modification allow for detailed examination of how lipidated peptides interact with cell surface receptors, initiate signal transduction, and modulate gene expression. These studies are essential for elucidating the molecular basis of peptide signaling in various cell types, including fibroblasts and epithelial cells.

Extracellular matrix modulation: The compound is frequently employed to investigate the regulation of extracellular matrix (ECM) proteins, such as collagen and fibronectin, in cultured cells. By mimicking endogenous signaling motifs, Palmitoyl Tetrapeptide-3 enables researchers to dissect the pathways that control ECM synthesis, degradation, and remodeling. Such insights are critical for understanding tissue development, wound healing, and the cellular response to environmental stressors.

Peptide structure-activity relationship studies: The well-defined sequence and lipid modification of Palmitoyl Tetrapeptide-3 make it an ideal candidate for structure-activity relationship (SAR) analyses. Scientists use it as a reference molecule to evaluate how changes in peptide sequence, length, or lipidation affect biological activity and cellular uptake. These SAR studies contribute to the rational design of new peptide analogs with tailored functional properties for research purposes.

Analytical method development: Due to its unique physicochemical properties, this tetrapeptide is used as a standard or reference compound in the development and validation of analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry. Its stability and defined structure facilitate the calibration of detection methods for peptide-based analytes, supporting accurate quantification and characterization in complex biological samples.

Peptide delivery system evaluation: The amphiphilic nature of Palmitoyl Tetrapeptide-3 provides a useful model for testing and optimizing peptide delivery systems, including liposomes, nanoparticles, and emulsions. Researchers use it to assess encapsulation efficiency, release kinetics, and cellular uptake in vitro, generating data that inform the design of more effective delivery platforms for peptide-based research reagents. These applications are particularly relevant for advancing peptide formulation science and improving the utility of bioactive peptides in laboratory settings.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C34H62N8O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-29(44)39-24-30(45)40-25(20-21-28(35)43)32(47)42-23-16-18-27(42)31(46)41-26(33(48)49)17-15-22-38-34(36)37/h25-27H,2-24H2,1H3,(H2,35,43)(H,39,44)(H,40,45)(H,41,46)(H,48,49)(H4,36,37,38)/t25-,26-,27-/m0/s1
InChI Key
IHRKJQSLKLYWBQ-QKDODKLFSA-N

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