Dermaseptin

Cat No.:V33104 Purity: ≥98%

COA Product Data Instructions for use SDS

Dermaseptin is a bioactive peptide extracted from frog skin that displays effective antimicrobial effect against bacteria, fungi and protozoa.

Dermaseptin Chemical Structure CAS No.: 136212-91-4
Product category: New2

This product is for research use only, not for human use. We do not sell to patients.

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1mg
5mg
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Other Forms of Dermaseptin:

Dermaseptin TFA

Official Supplier of:

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Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators

Product Description

Dermaseptin is a bioactive peptide extracted from frog skin that displays effective antimicrobial effect against bacteria, fungi and protozoa.

Biological Activity I Assay Protocols (From Reference)

ln Vitro	At micromolar concentrations, the water-soluble, heat-stable, non-hemolytic peptide dermaseptin exhibits strong antimicrobial activity against pathogenic fungi. Dermaseptin's 80% α-helical conformation is indicated by its circular dichroism spectra in hydrophobic media. Secondary structure predictions show that dermaseptin can be configured as an amphipathic α-helix that spans residues 1–27. This perturbation-regulated water structure of the membrane regulates flux. 1]. At micromolar concentrations, dermaseptin has a lytic effect on filamentous fungi, bacteria, yeast, and protozoa. Dermaseptin's superior antibacterial potency can be attributed to a molecular element: the NH2-terminal α-helical amphipathic fragment, which spans residues 1-18 of the molecule [1]. Dermaseptin (5-100 μg/ml; 48 hours) completely prevents the growth of the majority of tested microorganisms, including filamentous fungi, yeasts, bacteria, and parasites, at micromolar concentrations [2]. Dermaseptin treatment for one hour did not penetrate guinea pig lymphocytes up to the highest concentration assayed (200 μg/ml), and after 48 hours of incubation, it did not inhibit the proliferation of human KJ3 cells. ..Rabbit red blood cells were hemolyzed at 350 μg/ml, which resulted in a 50% hemolysis after an hour of treatment with a dose exceeding 200 μg/ml [2]. Aeromonas equi, Pseudomonas aeruginosa, Escherichia coli, Enterococcus faecalis, and L. are among the bacteria that Dermaseptin has antibacterial action against. Microsporum canis (IP1194) and mezicana (NF alpha strain) have MIC values of 50 μg/ml, 100 μg/ml, 25 μg/ml, 15 μg/ml, and 50 μg/ml, respectively [2].
References	[1]. Isolation, amino acid sequence, and synthesis of dermaseptin, a novel antimicrobial peptide of amphibian skin. Biochemistry. 1991 Sep 10;30(36):8824-30. [2]. The NH2-terminal alpha-helical domain 1-18 of dermaseptin is responsible for antimicrobial activity. J Biol Chem. 1994 Jan 21;269(3):1934-9.

ln Vitro

At micromolar concentrations, the water-soluble, heat-stable, non-hemolytic peptide dermaseptin exhibits strong antimicrobial activity against pathogenic fungi. Dermaseptin's 80% α-helical conformation is indicated by its circular dichroism spectra in hydrophobic media. Secondary structure predictions show that dermaseptin can be configured as an amphipathic α-helix that spans residues 1–27. This perturbation-regulated water structure of the membrane regulates flux. 1]. At micromolar concentrations, dermaseptin has a lytic effect on filamentous fungi, bacteria, yeast, and protozoa. Dermaseptin's superior antibacterial potency can be attributed to a molecular element: the NH2-terminal α-helical amphipathic fragment, which spans residues 1-18 of the molecule [1]. Dermaseptin (5-100 μg/ml; 48 hours) completely prevents the growth of the majority of tested microorganisms, including filamentous fungi, yeasts, bacteria, and parasites, at micromolar concentrations [2]. Dermaseptin treatment for one hour did not penetrate guinea pig lymphocytes up to the highest concentration assayed (200 μg/ml), and after 48 hours of incubation, it did not inhibit the proliferation of human KJ3 cells. ..Rabbit red blood cells were hemolyzed at 350 μg/ml, which resulted in a 50% hemolysis after an hour of treatment with a dose exceeding 200 μg/ml [2]. Aeromonas equi, Pseudomonas aeruginosa, Escherichia coli, Enterococcus faecalis, and L. are among the bacteria that Dermaseptin has antibacterial action against. Microsporum canis (IP1194) and mezicana (NF alpha strain) have MIC values of 50 μg/ml, 100 μg/ml, 25 μg/ml, 15 μg/ml, and 50 μg/ml, respectively [2].

References

[1]. Isolation, amino acid sequence, and synthesis of dermaseptin, a novel antimicrobial peptide of amphibian skin. Biochemistry. 1991 Sep 10;30(36):8824-30.

[2]. The NH2-terminal alpha-helical domain 1-18 of dermaseptin is responsible for antimicrobial activity. J Biol Chem. 1994 Jan 21;269(3):1934-9.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula	C152H257N43O44S2
Molecular Weight	3455.09
Exact Mass	3453.866
CAS #	136212-91-4
Related CAS #	Dermaseptin TFA;646451-06-1
PubChem CID	16130489
Appearance	White to off-white solid powder
LogP	-12.2
Hydrogen Bond Donor Count	49
Hydrogen Bond Acceptor Count	52
Rotatable Bond Count	118
Heavy Atom Count	241
Complexity	7840
Defined Atom Stereocenter Count	35
SMILES	CC[C@@H]([C@@H](C(N[C@H](C(N[C@H](C(NCC(N[C@H](C(N[C@H](C(=O)O)CCC(=O)N)=O)[C@H](O)C)=O)=O)CCC(=O)N)=O)CO)=O)NC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H]([C@H](O)C)NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](N)C)=O)CC(C)C)=O)CC1C2=C(C=CC=C2)NC=1)=O)CCCCN)=O)=O)CCSC)=O)CC(C)C)=O)CCCCN)=O)CCCCN)=O)CC(C)C)=O)=O)=O)CCSC)=O)C)=O)CC(C)C)=O)CC1N=CNC=1)=O)C)=O)=O)CCCCN)=O)C)=O)C)=O)CC(C)C)=O)=O)C)=O)C)=O)C)=O)CC(=O)O)=O)=O)C
InChi Key	YFHLIDBAPTWLGU-CTKMSOPVSA-N
InChi Code	InChI=1S/C152H257N43O44S2/c1-27-77(12)118(147(233)190-110(70-196)146(232)178-98(44-46-111(158)201)131(217)163-68-115(205)192-120(87(22)198)149(235)181-101(152(238)239)45-47-112(159)202)193-151(237)122(89(24)200)195-145(231)109(63-117(207)208)185-129(215)84(19)169-126(212)81(16)168-125(211)80(15)167-113(203)66-164-132(218)102(56-72(2)3)183-128(214)83(18)170-127(213)82(17)172-134(220)94(40-30-34-50-153)174-114(204)67-162-124(210)79(14)171-140(226)108(62-91-65-160-71-166-91)189-143(229)105(59-75(8)9)184-130(216)85(20)173-135(221)99(48-54-240-25)179-148(234)119(86(21)197)191-116(206)69-165-133(219)103(57-73(4)5)186-137(223)96(42-32-36-52-155)175-136(222)95(41-31-35-51-154)176-141(227)106(60-76(10)11)187-138(224)100(49-55-241-26)180-150(236)121(88(23)199)194-139(225)97(43-33-37-53-156)177-144(230)107(61-90-64-161-93-39-29-28-38-92(90)93)188-142(228)104(58-74(6)7)182-123(209)78(13)157/h28-29,38-39,64-65,71-89,94-110,118-122,161,196-200H,27,30-37,40-63,66-70,153-157H2,1-26H3,(H2,158,201)(H2,159,202)(H,160,166)(H,162,210)(H,163,217)(H,164,218)(H,165,219)(H,167,203)(H,168,211)(H,169,212)(H,170,213)(H,171,226)(H,172,220)(H,173,221)(H,174,204)(H,175,222)(H,176,227)(H,177,230)(H,178,232)(H,179,234)(H,180,236)(H,181,235)(H,182,209)(H,183,214)(H,184,216)(H,185,215)(H,186,223)(H,187,224)(H,188,228)(H,189,229)(H,190,233)(H,191,206)(H,192,205)(H,193,237)(H,194,225)(H,195,231)(H,207,208)(H,238,239)/t77-,78-,79-,80-,81-,82-,83-,84-,85-,86+,87+,88+,89+,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,118-,119-,120-,121-,122-/m0/s1
Chemical Name	(2S)-5-amino-2-[[(2S,3R)-2-[[2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-3-hydroxybutanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]-3-hydroxybutanoyl]amino]-4-methylsulfanylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]propanoyl]amino]acetyl]amino]hexanoyl]amino]propanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]propanoyl]amino]-3-carboxypropanoyl]amino]-3-hydroxybutanoyl]amino]-3-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-5-oxopentanoyl]amino]acetyl]amino]-3-hydroxybutanoyl]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 : ~25 mg/mL (~7.24 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 50 mg/mL (14.47 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	0.2894 mL	1.4471 mL	2.8943 mL
	5 mM	0.0579 mL	0.2894 mL	0.5789 mL
	10 mM	0.0289 mL	0.1447 mL	0.2894 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.

Calculator

Mass

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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See Example

An example of molarity calculation using the molarity calculator is shown below:
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?

Enter 350.26 in the Molecular Weight (MW) box
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The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

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The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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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)

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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.

Note： (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.