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Key Documents

M7152

Sigma-Aldrich

Magainin I

≥97% (HPLC)

Synonym(s):

GIGKFLHSAGKFGKAFVGEIMKS

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About This Item

Empirical Formula (Hill Notation):
C112H177N29O28S
CAS Number:
Molecular Weight:
2409.85
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Pricing and availability is not currently available.

Quality Level

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)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

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This Item
D1065D8064E18905
color

red

color

orange to red

color

orange to dark red

color

yellow

solubility

DMSO: 0.5 mg/mL, methanol: soluble

solubility

DMSO: soluble, ethanol: soluble

solubility

DMF: soluble, DMSO: soluble, ethanol: soluble

solubility

methanol: 2.5%

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

form

solid

form

solid

form

solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

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

General description

Chemical structure: peptide

Application

Initial sites of magainin I binding to E. coli have been shown to be lipopolysaccharide.
Magainin I has been used in DNA binding assay.[1] It has also been used to study its antimicrobial susceptibility.[2]

Biochem/physiol Actions

Antibiotic peptide.
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,[3] and is naturally found on the skin of African clawed frog. It has a broad spectrum specificity towards many gram-negative bacteria.[4] It has the ability to make transmembrane pores on the bacterial cell membrane, which leads to cell lysis.[3] It is considered nontoxic to mammalian cells.[2]

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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