Pexiganan acetate

Pexiganan acetate is a short chain synthetic cationic peptides. It is being studied as potential antimicrobial agents. These peptides are found widely in nature in mammals, fish, insecs and amphibians.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: 10-101-182

CAS No:172820-23-4

Synonyms/Alias:Pexiganan acetate;172820-23-4;Cytolex;UNII-63S35FF5KS;NS00121075;

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C124H214N32O24
M.W/Mr.
2537.2
Sequence
One Letter Code:GIGKFLKKAKKFGKAFVKLLKK
Three Letter Code:H-Gly-Ile-Gly-Lys-Phe-Leu-Lys-Lys-Ala-Lys-Lys-Phe-Gly-Lys-Ala-Phe-Val-Lys-Leu-Leu-Lys-Lys-NH2.CH3CO2H
Application
Antibacterial.
Appearance
White or off-white lyophilized powder
Purity
>98 %
Areas of Interest
Diabetic foot ulcer

Pexiganan acetate is a synthetic antimicrobial peptide belonging to the magainin family, originally derived from the skin of the African clawed frog. As a cationic peptide, it exhibits broad-spectrum activity against a variety of Gram-positive and Gram-negative bacteria, making it a compelling candidate for research and development in antimicrobial strategies. Its amphipathic structure enables it to interact with microbial membranes, leading to rapid disruption and cell death. Researchers value its stability in aqueous environments and its resistance to proteolytic degradation, attributes that enhance its utility in diverse experimental models. The ability of Pexiganan acetate to function effectively under physiological conditions has prompted significant interest in its role as a model peptide for studying membrane-peptide interactions and mechanisms of antimicrobial action.

Antimicrobial research: Pexiganan acetate serves as a powerful tool in the investigation of antimicrobial mechanisms, providing insights into how synthetic peptides can disrupt bacterial cell membranes. Scientists employ it in assays designed to evaluate membrane permeabilization, pore formation, and the induction of rapid bactericidal effects. Its effectiveness in combating both Gram-positive and Gram-negative pathogens makes it ideal for comparative studies on bacterial susceptibility and resistance development. By utilizing this peptide, researchers can elucidate the structure-activity relationships that underlie potent antimicrobial activity, thereby informing the design of next-generation peptide therapeutics and novel anti-infective agents.

Biofilm inhibition studies: The ability of Pexiganan acetate to prevent biofilm formation and eradicate established biofilms is of particular interest to microbiologists and biochemists. Biofilms, which are structured communities of microorganisms adhering to surfaces, pose significant challenges in healthcare and industrial settings due to their heightened resistance to conventional antimicrobials. Experimental protocols often incorporate this compound to assess its efficacy in disrupting biofilm integrity, reducing microbial adhesion, and enhancing the penetration of other antimicrobial agents. These studies are critical for developing strategies to mitigate biofilm-associated contamination and infection in a range of environments.

Peptide-membrane interaction analysis: As a model cationic peptide, Pexiganan acetate is frequently utilized in biophysical and biochemical studies to investigate the interactions between peptides and biological membranes. Techniques such as fluorescence spectroscopy, circular dichroism, and atomic force microscopy have been employed to characterize its binding affinity, conformational changes, and membrane-disruptive properties. These analyses provide valuable data on the physicochemical parameters that govern peptide selectivity, potency, and stability, thereby advancing the fundamental understanding of antimicrobial peptide function and informing the rational design of improved analogs.

Synergistic combination research: The potential for synergistic effects when combining Pexiganan acetate with other antimicrobial agents is a growing area of exploration. Researchers design experiments to evaluate how this peptide enhances the efficacy of traditional antibiotics, antifungals, or disinfectants. Such combinatorial approaches aim to overcome multidrug resistance, lower the required dosages of individual agents, and minimize adverse effects. By systematically assessing synergistic interactions, scientists can identify promising combinations for further investigation and potential application in antimicrobial stewardship.

Biotechnological and industrial applications: Beyond its role in biomedical research, Pexiganan acetate is being explored for use in biotechnological and industrial processes where microbial contamination poses a significant risk. Its incorporation into coatings, packaging materials, or surface treatments is under investigation for reducing bacterial load and extending the shelf life of products. Additionally, it provides a valuable reference compound in the development of antimicrobial assays, quality control protocols, and screening platforms for novel antimicrobial peptides. Through these diverse applications, Pexiganan acetate continues to contribute to the advancement of antimicrobial science and the development of innovative solutions for microbial management in various sectors.

Source#
Synthetic
Shipping Condition
Shipped at room temperature
InChI
InChI=1S/C122H210N32O22.C2H4O2/c1-13-78(10)103(153-99(155)71-132)121(175)135-73-101(157)139-86(49-25-34-58-125)110(164)152-97(69-82-43-19-15-20-44-82)119(173)150-94(66-75(4)5)117(171)145-90(53-29-38-62-129)113(167)142-87(50-26-35-59-126)109(163)137-79(11)105(159)141-88(51-27-36-60-127)112(166)143-91(54-30-39-63-130)114(168)151-96(68-81-41-17-14-18-42-81)107(161)134-72-100(156)138-85(48-24-33-57-124)108(162)136-80(12)106(160)147-98(70-83-45-21-16-22-46-83)120(174)154-102(77(8)9)122(176)146-92(55-31-40-64-131)115(169)148-95(67-76(6)7)118(172)149-93(65-74(2)3)116(170)144-89(52-28-37-61-128)111(165)140-84(104(133)158)47-23-32-56-123;1-2(3)4/h14-22,41-46,74-80,84-98,102-103H,13,23-40,47-73,123-132H2,1-12H3,(H2,133,158)(H,134,161)(H,135,175)(H,136,162)(H,137,163)(H,138,156)(H,139,157)(H,140,165)(H,141,159)(H,142,167)(H,143,166)(H,144,170)(H,145,171)(H,146,176)(H,147,160)(H,148,169)(H,149,172)(H,150,173)(H,151,168)(H,152,164)(H,153,155)(H,154,174);1H3,(H,3,4)/t78-,79-,80-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,102-,103-;/m0./s1
InChI Key
PAYZGDCWKMPDRW-ITJSRVBASA-N
Canonical SMILES
CCC(C)C(C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC(C)C)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CC2=CC=CC=C2)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC3=CC=CC=C3)C(=O)NC(C(C)C)C(=O)NC(CCCCN)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)N)NC(=O)CN.CC(=O)O
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)CN.CC(=O)O

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