MAGAININ II

For research use only. Not for therapeutic Use.

  • CAT Number: M004183
  • CAS Number: 108433-95-0
  • Molecular Formula: C114H180N30O29S
  • Molecular Weight: 2466.90
  • Purity: ≥95%
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Magainin II(Cat No.:M004183)is a naturally occurring antimicrobial peptide isolated from the skin of the African clawed frog, Xenopus laevis. Known for its broad-spectrum activity, it targets bacterial, fungal, and some viral pathogens by disrupting cell membranes, leading to cell lysis. Magainin II has garnered attention for its potential as a therapeutic agent due to its unique mechanism that circumvents traditional antibiotic resistance. Additionally, it exhibits anti-cancer properties and immunomodulatory effects, making it a candidate for drug development in treating infections and exploring novel antimicrobial therapies.


Catalog Number M004183
CAS Number 108433-95-0
Molecular Formula C114H180N30O29S
Purity ≥95%
Target Bacterial
Storage Desiccate at RT
IUPAC Name (4S)-4-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]acetyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxypropanoyl]amino]propanoyl]amino]hexanoyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]hexanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-5-[[(2S,3S)-1-[[(2S)-1-[[(2S)-4-amino-1-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-1,4-dioxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
InChI InChI=1S/C114H180N30O29S/c1-12-65(7)94(142-88(148)55-119)112(170)124-59-90(150)129-74(38-24-28-45-116)100(158)137-81(51-70-33-19-15-20-34-70)106(164)135-79(49-63(3)4)105(163)138-83(53-72-56-121-62-125-72)107(165)140-85(60-145)110(168)127-67(9)96(154)131-75(39-25-29-46-117)101(159)132-76(40-26-30-47-118)102(160)136-80(50-69-31-17-14-18-32-69)98(156)122-57-89(149)128-73(37-23-27-44-115)99(157)126-68(10)97(155)134-82(52-71-35-21-16-22-36-71)109(167)143-93(64(5)6)111(169)123-58-91(151)130-77(41-42-92(152)153)104(162)144-95(66(8)13-2)113(171)133-78(43-48-174-11)103(161)139-84(54-87(120)147)108(166)141-86(61-146)114(172)173/h14-22,31-36,56,62-68,73-86,93-95,145-146H,12-13,23-30,37-55,57-61,115-119H2,1-11H3,(H2,120,147)(H,121,125)(H,122,156)(H,123,169)(H,124,170)(H,126,157)(H,127,168)(H,128,149)(H,129,150)(H,130,151)(H,131,154)(H,132,159)(H,133,171)(H,134,155)(H,135,164)(H,136,160)(H,137,158)(H,138,163)(H,139,161)(H,140,165)(H,141,166)(H,142,148)(H,143,167)(H,144,162)(H,152,153)(H,172,173)/t65-,66-,67-,68-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,93-,94-,95-/m0/s1
InChIKey MGIUUAHJVPPFEV-ABXDCCGRSA-N
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](CC2=CN=CN2)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CO)C(=O)O)NC(=O)CN
Reference

Imura, Y., Choda, N., &amp; Matsuzaki, K. (2008). Magainin 2 in Action: Distinct Modes of Membrane Permeabilization in Living Bacterial and Mammalian Cells. <em>Biophysical Journal</em>, 95(12), 5757-5765. doi:10.1529/biophysj.108.133488<br/><br/>Lehmann, J., Retz, M., Sidhu, S. S., Suttmann, H., Sell, M., Paulsen, F., . . . Stöckle, M. (2006). Antitumor Activity of the Antimicrobial Peptide Magainin II against Bladder Cancer Cell Lines. <em>European Urology</em>, 50(1), 141-147. doi:10.1016/j.eururo.2005.12.043<br/><br/>Zasloff, M. (1988). Magainins, a class of antimicrobial peptides from <em>Xenopus</em> skin: Isolation, characterization of two active forms, and partial cDNA sequence of a precursor. <em>Journal of Ethnopharmacology</em>, 23(2-3), 360. doi:10.1016/0378-8741(88)90095-5</span></p>

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