M7402

Magainin II

≥97% (HPLC)

• Formule empirique (notation de Hill): C₁₁₄H₁₈₀N₃₀O₂₉S
• Numéro CAS: 108433-95-0
• Poids moléculaire : 2466.90
• Numéro MDL: MFCD00133522
• Code UNSPSC : 12352202
• ID de substance PubChem : 329817906
• Nomenclature NACRES : NA.32

Propriétés

• Niveau de qualité: 200
• Pureté: ≥97% (HPLC)
• Spectre d'activité de l'antibiotique: fungi; viruses
• Mode d’action: cell membrane | interferes
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: MGIUUAHJVPPFEV-ABXDCCGRSA-N

Description

Amino Acid Sequence

Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Lys-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Asn-Ser

Description générale

Chemical structure: peptide

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.

Actions biochimiques/physiologiques

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.

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.

Autres remarques

Lyophilized from 0.1% TFA in H2O

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)