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Magainin II

CAS No.:
108433-95-0
Catalog Number:
AG01CP5Y
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$323
- +
5mg
99%
1 week
United States
$1123
- +
10mg
99%
1 week
United States
$1707
- +
Product Description
Catalog Number:
AG01CP5Y
Chemical Name:
Magainin II
CAS Number:
108433-95-0
MDL Number:
MFCD00133522
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-4-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
InChI Key:
MGIUUAHJVPPFEV-ABXDCCGRSA-N
Properties
Complexity:
5180  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
21  
Defined Bond Stereocenter Count:
0
Exact Mass:
2466.329g/mol
Formal Charge:
0
Heavy Atom Count:
174  
Hydrogen Bond Acceptor Count:
36  
Hydrogen Bond Donor Count:
33  
Isotope Atom Count:
0
Molecular Weight:
2466.935g/mol
Monoisotopic Mass:
2465.325g/mol
Rotatable Bond Count:
86  
Topological Polar Surface Area:
982A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-7.4  
Literature
Title Journal
Design and characterization of novel hybrid antimicrobial peptides based on cecropin A, LL-37 and magainin II. Peptides 20120201
Inducing toxicity by introducing a leucine-zipper-like motif in frog antimicrobial peptide, magainin 2. The Biochemical journal 20110615
Monitoring membrane binding and insertion of peptides by two-color fluorescent label. Biochimica et biophysica acta 20110101
Trypanosoma cruzi: synergistic cytotoxicity of multiple amphipathic anti-microbial peptides to T. cruzi and potential bacterial hosts. Experimental parasitology 20100801
Molecular interactions between magainin 2 and model membranes in situ. The journal of physical chemistry. B 20090910
Evidence of pores and thinned lipid bilayers induced in oriented lipid membranes interacting with the antimicrobial peptides, magainin-2 and aurein-3.3. Biochimica et biophysica acta 20090701
The cationic peptide magainin II is antimicrobial for Burkholderia cepacia-complex strains. Journal of medical microbiology 20090701
Magainin 2 revisited: a test of the quantitative model for the all-or-none permeabilization of phospholipid vesicles. Biophysical journal 20090107
Protective effects of the combination of alpha-helical antimicrobial peptides and rifampicin in three rat models of Pseudomonas aeruginosa infection. The Journal of antimicrobial chemotherapy 20081201
Physico-chemical and biophysical study of the interaction of hexa- and heptaacyl lipid A from Erwinia carotovora with magainin 2-derived antimicrobial peptides. Biochimica et biophysica acta 20081001
Design and synthesis of novel antibacterial peptide-resin conjugates. Bioorganic & medicinal chemistry letters 20071101
Transdermal delivery enhanced by magainin pore-forming peptide. Journal of controlled release : official journal of the Controlled Release Society 20071008
Action mechanism of PEGylated magainin 2 analogue peptide. Biochimica et biophysica acta 20071001
Structure of magainin and alamethicin in model membranes studied by x-ray reflectivity. Biophysical journal 20061101
Amphibian peptides prevent endotoxemia and bacterial translocation in bile duct-ligated rats. Critical care medicine 20060901
Can the ravages of uncontrolled systemic inflammatory response be regulated by amphibian antimicrobial peptides? Critical care medicine 20060901
Antitumor activity of the antimicrobial peptide magainin II against bladder cancer cell lines. European urology 20060701
Solid-state NMR investigation of the membrane-disrupting mechanism of antimicrobial peptides MSI-78 and MSI-594 derived from magainin 2 and melittin. Biophysical journal 20060701
Effect of MUC7 peptides on the growth of bacteria and on Streptococcus mutans biofilm. The Journal of antimicrobial chemotherapy 20060601
Investigation of the cytotoxicity of eukaryotic and prokaryotic antimicrobial peptides in intestinal epithelial cells in vitro. Biochemical pharmacology 20060428
Single giant unilamellar vesicle method reveals effect of antimicrobial peptide magainin 2 on membrane permeability. Biochemistry 20051206
Implicit solvent simulations of peptide interactions with anionic lipid membranes. Proteins 20050215
Membrane translocation mechanism of the antimicrobial peptide buforin 2. Biochemistry 20041214
Binding and insertion of alpha-helical anti-microbial peptides in POPC bilayers studied by molecular dynamics simulations. Chemistry and physics of lipids 20041101
Structure-antiviral activity relationships of cecropin A-magainin 2 hybrid peptide and its analogues. Journal of peptide science : an official publication of the European Peptide Society 20040501
Membrane-mediated capillary electrophoresis: interaction of cationic peptides with bicelles. Electrophoresis 20040501
Structure and fungicidal activity of a synthetic antimicrobial peptide, P18, and its truncated peptides. Biotechnology letters 20040201
The anti-infective activity of human milk is potentially greater than the sum of its microbicidal components. Advances in experimental medicine and biology 20040101
Bilayer localization of membrane-active peptides studied in biomimetic vesicles by visible and fluorescence spectroscopies. European journal of biochemistry 20031101
Helical peptoid mimics of magainin-2 amide. Journal of the American Chemical Society 20031008
Comparison of the conformation and electrostatic surface properties of magainin peptides bound to sodium dodecyl sulfate and dodecylphosphocholine micelles. Biopolymers 20030401
Magainin 2 channel formation in planar lipid membranes: the role of lipid polar groups and ergosterol. European biophysics journal : EBJ 20030301
hAG-2 and hAG-3, human homologues of genes involved in differentiation, are associated with oestrogen receptor-positive breast tumours and interact with metastasis gene C4.4a and dystroglycan. British journal of cancer 20030224
Enhanced membrane permeabilization and antibacterial activity of a disulfide-dimerized magainin analogue. Biochemistry 20030121
Influence on the plasma membrane of Candida albicans by HP (2-9)-magainin 2 (1-12) hybrid peptide. Biochemical and biophysical research communications 20021004
Parallel and antiparallel dimers of magainin 2: their interaction with phospholipid membrane and antibacterial activity. Journal of peptide science : an official publication of the European Peptide Society 20021001
Mimicry of host-defense peptides by unnatural oligomers: antimicrobial beta-peptides. Journal of the American Chemical Society 20020626
Specific interactions of the antimicrobial peptide cyclic beta-sheet tachyplesin I with lipopolysaccharides. Biochimica et biophysica acta 20020503
Thermodynamics of the coil-alpha-helix transition of amphipathic peptides in a membrane environment: the role of vesicle curvature. Biophysical chemistry 20020502
Conjugation of a magainin analogue with lipophilic acids controls hydrophobicity, solution assembly, and cell selectivity. Biochemistry 20020219
Salt resistance and synergistic effect with vancomycin of alpha-helical antimicrobial peptide P18. Biochemical and biophysical research communications 20020111
Comparison of the membrane association of two antimicrobial peptides, magainin 2 and indolicidin. Biophysical journal 20011101
Embryotoxicity of magainin-2-amide and its enhancement by cyclodextrin, albumin, hydrogen peroxide and acidification. Human reproduction (Oxford, England) 20010701
The effect of cyclization of magainin 2 and melittin analogues on structure, function, and model membrane interactions: implication to their mode of action. Biochemistry 20010529
Short-term exposure to membrane-active antibiotics inhibits Cryptosporidium parvum infection in cell culture. Antimicrobial agents and chemotherapy 20001201
Synergistic effects of low doses of histatin 5 and its analogues on amphotericin B anti-mycotic activity. Antonie van Leeuwenhoek 20000801
In vitro anticryptosporidial activity of ranalexin alone and in combination with other peptides and with hydrophobic antibiotics. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 19991101
In-vitro activity of polycationic peptides against Cryptosporidium parvum, Pneumocystis carinii and yeast clinical isolates. The Journal of antimicrobial chemotherapy 19990901
In-vitro activity of lytic peptides alone and in combination with macrolides and inhibitors of dihydrofolate reductase against Pneumocystis carinii. The Journal of antimicrobial chemotherapy 19981001
Magainins, a class of antimicrobial peptides from Xenopus skin: isolation, characterization of two active forms, and partial cDNA sequence of a precursor. Proceedings of the National Academy of Sciences of the United States of America 19870801
Properties