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Merck
CN

M7152

Sigma-Aldrich

Magainin I

≥97% (HPLC)

别名:

GIGKFLHSAGKFGKAFVGEIMKS

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About This Item

经验公式(希尔记法):
C112H177N29O28S
分子量:
2409.85
MDL编号:
UNSPSC代码:
12352202
PubChem化学物质编号:
NACRES:
NA.32

质量水平

方案

≥97% (HPLC)

抗生素抗菌谱

fungi
viruses

作用机制

cell membrane | interferes

储存温度

−20°C

SMILES字符串

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)NCC(=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](CCCCN)C(=O)N[C@@H](CO)C(O)=O

InChI

1S/C112H177N29O28S/c1-12-65(7)93(139-86(144)54-117)110(166)122-59-89(147)128-75(39-25-29-46-115)100(156)135-81(51-70-33-19-15-20-34-70)105(161)133-79(49-63(3)4)104(160)136-83(53-72-55-118-62-123-72)106(162)137-84(60-142)108(164)124-67(9)95(151)119-56-87(145)127-74(38-24-28-45-114)99(155)134-80(50-69-31-17-14-18-32-69)97(153)120-57-88(146)126-73(37-23-27-44-113)98(154)125-68(10)96(152)132-82(52-71-35-21-16-22-36-71)107(163)140-92(64(5)6)109(165)121-58-90(148)129-77(41-42-91(149)150)103(159)141-94(66(8)13-2)111(167)131-78(43-48-170-11)102(158)130-76(40-26-30-47-116)101(157)138-85(61-143)112(168)169/h14-22,31-36,55,62-68,73-85,92-94,142-143H,12-13,23-30,37-54,56-61,113-117H2,1-11H3,(H,118,123)(H,119,151)(H,120,153)(H,121,165)(H,122,166)(H,124,164)(H,125,154)(H,126,146)(H,127,145)(H,128,147)(H,129,148)(H,130,158)(H,131,167)(H,132,152)(H,133,161)(H,134,155)(H,135,156)(H,136,160)(H,137,162)(H,138,157)(H,139,144)(H,140,163)(H,141,159)(H,149,150)(H,168,169)/t65-,66-,67-,68-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,92-,93-,94-/m0/s1

InChI key

OFIZOVDANLLTQD-ZVNXOKPXSA-N

Amino Acid Sequence

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

一般描述

Chemical structure: peptide

应用

Magainin I has been used in DNA binding assay. It has also been used to study its antimicrobial susceptibility.
Initial sites of magainin I binding to E. coli have been shown to be lipopolysaccharide.

生化/生理作用

Antibiotic peptide. Thought to preferentially bind to anionic phospholipids abundant in bacterial membranes with the formation of dynamic peptide-lipid supramolecular pore and cell permeabilization, magainins are positively charged and amphiphatic. Binding to artificial neutral membranes has also been demonstrated.
Magainin is a 23-residue peptide, and is naturally found on the skin of African clawed frog. It has a broad spectrum specificity towards many gram-negative bacteria. It has the ability to make transmembrane pores on the bacterial cell membrane, which leads to cell lysis. It is considered nontoxic to mammalian cells.

其他说明

Lyophilized from 0.1% TFA in H2O

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number

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Vincent Humblot et al.
Biomaterials, 30(21), 3503-3512 (2009-04-07)
An antibacterial peptide, Magainin I, was covalently bound to a mixed 11-mercaptoundecanoïc acid (MUA) and 6-mercaptohexanol (C6OH) (ratio 1:3) Self-Assembled Monolayer (SAM) on gold surfaces. Each step of the surface functionalization was characterized by Polarization Modulation Reflection Absorption InfraRed Spectroscopy
Biochemical enhancement of transdermal delivery with magainin peptide: modification of electrostatic interactions by changing pH
Kim YC, et al.
International Journal of Pharmaceutics, 362(1-2), 20-28 (2008)
L H Vorland et al.
Scandinavian journal of infectious diseases, 31(5), 467-473 (1999-11-27)
We examined the initial binding sites of magainin 1, cecropin P1 and lactoferricin B in Staphylococcus aureus and Escherichia coli. All 3 peptides were active against E. coli, whereas only lactoferricin B exerted any activity against S. aureus. Soluble lipoteichoic
In-Vitro Susceptibility of Different Morphological Forms of Borrelia burgdorferi to Common Lyme Antibiotics in Combination with Antimicrobial Peptides
Eckard A and Wood S
Journal of microbiology & experimentation., 3(1-2) (2016)
Sam Maher et al.
Biochemical pharmacology, 71(9), 1289-1298 (2006-03-15)
Antimicrobial peptides (AMPs) are a diverse group of proteinaceous compounds ranging in size, complexity and antimicrobial spectrum. The activity of AMPs against gut pathogens warrants the study of the interaction of AMPs with the mammalian gastrointestinal tract. In particular, the

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