Ugrás a tartalomra
Merck

M7402

Sigma-Aldrich

Magainin II

≥97% (HPLC)

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Tapasztalati képlet (Hill-képlet):
C114H180N30O29S
CAS-szám:
Molekulatömeg:
2466.90
MDL-szám:
UNSPSC kód:
12352202
PubChem Substance ID:
NACRES:
NA.32

Minőségi szint

Teszt

≥97% (HPLC)

antibiotikus hatásspektrum

fungi
viruses

Hatásmechanizmus

cell membrane | interferes

tárolási hőmérséklet

−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

Nemzetközi kémiai azonosító kulcs

MGIUUAHJVPPFEV-ABXDCCGRSA-N

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

Általános leírás

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.

Biokémiai/fiziológiai hatások

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.

Egyéb megjegyzések

Lyophilized from 0.1% TFA in H2O

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Egyéni védőeszköz

Eyeshields, Gloves, type N95 (US)


Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

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Az Ön által nemrégiben megvásárolt termékekre vonatkozó dokumentumokat a Dokumentumtárban találja.

Dokumentumtár megtekintése

Antitumor activity of the antimicrobial peptide magainin II against bladder cancer cell lines.
Lehmann J
European Urology, 50(1), 141-147 (2006)
Mikyung Han et al.
Biophysical journal, 97(1), 164-172 (2009-07-08)
Magainin, a 23-residue antibiotic peptide, interacts directly with the lipid bilayer leading to cell lysis in a strongly concentration-dependent fashion. Utilizing cryo-electron microscopy, we have directly observed magainin interacting with synthetic DMPC/DMPG membranes. Visual examination shows that visibly unperturbed vesicles
Kim S Clark et al.
Biochemistry, 50(37), 7919-7932 (2011-08-30)
We previously proposed three hypotheses relating the mechanism of antimicrobial and cytolytic peptides in model membranes to the Gibbs free energies of binding and insertion into the membrane [Almeida, P. F., and Pokorny, A. (2009) Biochemistry 48, 8083-8093]. Two sets
The cytotoxic effect of magainin II on the MDA-MB-231 and M14K tumour cell lines.
Anghel R
BioMed Research International, 2013:831709 (2013)
Evan F Haney et al.
Chemistry and physics of lipids, 163(1), 82-93 (2009-10-06)
Antimicrobial peptides are naturally produced by numerous organisms including insects, plants and mammals. Their non-specific mode of action is thought to involve the transient perturbation of bacterial membranes but the molecular mechanism underlying the rearrangement of the lipid molecules to

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