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Magainin 1

Cat No.:V33959 Purity: ≥98%
Magainin 1 (Magainin I) is an antibacterial and amphipathic peptide extracted from the skin of Xenopus laevis.
Magainin 1
Magainin 1 Chemical Structure CAS No.: 108433-99-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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5mg
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Product Description
Magainin 1 (Magainin I) is an antibacterial and amphipathic peptide extracted from the skin of Xenopus laevis. Magainin 1 displays antibiotic activity against a variety of Gram-negative (Gram-) and Gram-positive (Gram+) bacteria.
Magainin 1 (CAS 108433-99-4) is an antimicrobial and amphipathic peptide isolated from the skin of Xenopus laevis (African clawed frog). It consists of 23 amino acids with the sequence Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Gly-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Lys-Ser. This peptide exhibits broad-spectrum antibacterial, antifungal, and antiviral activities.
Biological Activity I Assay Protocols (From Reference)
Targets
Magainin 1 targets bacterial and fungal cell membranes. The main target is the lipid matrix of the membranes. Magainin 1 interacts with acidic lipids through electrostatic interactions followed by hydrophobic interactions to form an amphiphilic helix, inducing membrane leakage. It also exhibits inhibitory effects on herpes simplex virus type 1 (HSV-1) and HSV-2.
ln Vitro
Magainin 1 generates amphipathic helices through hydrophobic contacts and electrostatic interactions with acidic lipids, causing leakage. Calcium ions leak out of negatively charged vesicles when Magainin 1 is present. According to the Langmuir isotherm, the peptide binds with a binding constant of 3.8×105 M-1 and a binding site number of 0.10 per lipid molecule to bovine brain phosphatidylserine sonicated vesicles [2].
In vitro, Magainin 1 kills bacteria by permeabilizing cell membranes without exhibiting significant toxicity against mammalian cells. It induces leakage of calcein specifically out of negatively-charged vesicles. The peptide binds to bovine brain phosphatidylserine sonicated vesicles with a binding constant of 3.8×10⁵ M-¹ and a binding-site number of 0.10 per lipid molecule. Magainin 2 has higher antimicrobial activity than Magainin 1.
ln Vivo
In vivo, Magainin 1 has been studied for its antimicrobial and antiparasitic activities in animal models. It exhibits inhibitory action against HSV-1 and HSV-2. The peptide's ability to disrupt microbial membranes without harming mammalian cells makes it a promising candidate for antimicrobial therapy. However, in vivo efficacy is limited by peptide stability and bioavailability.
Enzyme Assay
In vitro membrane binding assays for Magainin 1 are performed using synthetic lipid vesicles (liposomes) composed of negatively-charged phospholipids (e.g., phosphatidylserine). The peptide is incubated with calcein-loaded vesicles, and membrane disruption is measured by fluorescence release at 520 nm. Binding affinity is determined by fitting calcein release data to the Langmuir isotherm.
Cell Assay
Cellular assays for Magainin 1 are conducted using bacterial cultures (both Gram-negative and Gram-positive) and mammalian cell lines. Minimum inhibitory concentrations (MICs) are determined by broth microdilution following CLSI guidelines. Bacterial killing kinetics are assessed by time-kill assays. Mammalian cell cytotoxicity is evaluated using hemolysis assays or MTT assays on human cell lines.
Animal Protocol
In vivo animal studies for Magainin 1 are conducted in mouse models of infection. The peptide is administered via intraperitoneal, intravenous, or topical routes at doses ranging from 1-20 mg/kg. Efficacy endpoints include survival rate, bacterial load in target organs (determined by CFU counts), and histopathological assessment of infection sites. Pharmacodynamic markers include measurement of inflammatory cytokines and tissue damage.
ADME/Pharmacokinetics
Pharmacokinetic data for Magainin 1 indicate that as a peptide, it has a short half-life in circulation due to rapid enzymatic degradation and renal clearance. Oral bioavailability is negligible; parenteral administration is required for systemic effects. The peptide is formulated in appropriate buffers for in vivo administration. Stability is a key consideration, and lyophilized powder is recommended for long-term storage.
Toxicity/Toxicokinetics
Toxicological data for Magainin 1 show that the peptide does not exhibit significant toxicity against mammalian cells at concentrations that are effective against microbes. Hemolytic activity is low, and no severe adverse effects have been reported in animal studies at therapeutic doses. The peptide is for research use only and not for human therapeutic applications.
References

[1]. Antimicrobial peptide magainin I from Xenopus skin forms anion-permeable channels in planar lipid bilayers. Biophys J. 1989 Nov;56(5):1017-21.

[2]. Magainin 1-induced leakage of entrapped calcein out of negatively-charged lipid vesicles. Biochim Biophys Acta. 1989 May 19;981(1):130-4.

[3]. Magainins, a class of antimicrobial peptides from Xenopus skin: isolation, characterization of two active forms, and partial cDNA sequence of a precursor. Proc Natl Acad Sci U S A. 1987 Aug;84(15):5449-53.

Additional Infomation
According to reports, Magaiin 1 exists in the African clawed frog, and there is relevant data.
Magainin 1 is a research-use peptide not approved for clinical therapeutic applications. It is widely used as a model antimicrobial peptide for studying membrane-active mechanisms, host defense peptides, and the development of novel antimicrobial agents. The peptide is also valuable for studying the innate immune system and the structure-function relationships of antimicrobial peptides.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C112H177N29O28S
Molecular Weight
2409.84628
Exact Mass
2408.3
CAS #
108433-99-4
Related CAS #
Magainin 1 TFA
PubChem CID
16132169
Appearance
White to off-white solid powder
LogP
4.968
Hydrogen Bond Donor Count
32
Hydrogen Bond Acceptor Count
35
Rotatable Bond Count
84
Heavy Atom Count
170
Complexity
5000
Defined Atom Stereocenter Count
20
SMILES
CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC2=CN=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](CC3=CC=CC=C3)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC4=CC=CC=C4)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)NC(=O)CN
InChi Key
OFIZOVDANLLTQD-ZVNXOKPXSA-N
InChi Code
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
Chemical Name
(4S)-4-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]acetyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]hexanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-5-[[(2S,3S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-1-oxohexan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~100 mg/mL (~41.50 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.4150 mL 2.0748 mL 4.1496 mL
5 mM 0.0830 mL 0.4150 mL 0.8299 mL
10 mM 0.0415 mL 0.2075 mL 0.4150 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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