M7402

Magainin II

≥97% (HPLC)

• Empirische Formel (Hill-System): C₁₁₄H₁₈₀N₃₀O₂₉S
• CAS-Nummer: 108433-95-0
• Molekulargewicht: 2466.90
• NACRES: NA.32
• PubChem Substance ID: 329817906
• UNSPSC Code: 12352202
• MDL number: MFCD00133522

Eigenschaften

• Quality Segment: 200
• assay: ≥97% (HPLC)
• antibiotic activity spectrum: fungi, viruses
• mode of action: cell membrane | interferes
• storage temp.: −20°C
• SMILES string: CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2c[nH]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](Cc3ccccc3)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc4ccccc4)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(N)=O)C(=O)N[C@@H](CO)C(O)=O
• 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

Beschreibung

General description

Magainin II is a member of the antimicrobial peptides family. It is a cationic peptide with Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Lys-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Asn-Ser amino acid sequence. Magainin II is water soluble and non-hemolytic at its effective and amphiphilic antimicrobial concentrations.

Chemical structure: peptide

Biochem/physiol Actions

Magainin II acts as an antibiotic in a variety of organisms. Magainin II exhibits cytotoxic and anti-proliferative effects via pore formation in bladder cancer cells. In mice, it acts as an anti-tumor agent in several cancer cell lines and tumors. Magainin II facilitates lactate dehydrogenase discharge from mammalian cells. It directly interacts with certain cell membranes via amphiphilic α-helix and forms permeable ion channels, which results in depolarization and irreversible cytolysis and finally cell death. At low concentrations, Magainin II retards the growth of bacterial and fungal species and it promotes cytolysis in protozoa.

Antibiotic peptide.

Antibiotic peptide. Magainins are positively charged and amphiphatic. Thought to preferentially bind to anionic phospholipids abundant in bacterial membranes with the formation of dynamic peptide-lipid supramolecular pore and cell permeabilization. Binding to artificial neutral membranes has also been demonstrated.

Other Notes

Lyophilized from 0.1% TFA in H2O

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)