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Cecropin B

Cat No.:V29247 Purity: ≥98%
Cecropin B has high levels of anti-bacterial effect and is a valuable peptide antibiotic.
Cecropin B
Cecropin B Chemical Structure CAS No.: 80451-05-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
100mg
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Product Description
Cecropin B has high levels of anti-bacterial effect and is a valuable peptide antibiotic.
Cecropin B (CAS 80451-05-4) is a natural linear cationic alpha-helical antimicrobial peptide (AMP) originally identified in insects, such as the cecropia moth Hyalophora cecropia. It is also found in pig intestine. Cecropin B has a wide spectrum of antimicrobial activities against Gram-negative bacteria, Gram-positive bacteria, and fungal phytopathogens. Its mechanism of action involves disrupting the integrity of bacterial membranes, leading to cell lysis and death. It is considered a valuable peptide antibiotic.
Biological Activity I Assay Protocols (From Reference)
Targets
Cecropin B targets the cell membranes of bacteria and fungi. As a cationic peptide, it interacts with the negatively charged components of microbial membranes, such as lipopolysaccharides (LPS) in Gram-negative bacteria and lipoteichoic acids in Gram-positive bacteria. This interaction leads to membrane disruption, either through pore formation or by a detergent-like mechanism, causing membrane depolarization, leakage of intracellular contents, and cell lysis.
ln Vitro
Cecropin B is essential for the inhibition of CYP3A29 because it prevents the PXR/retinoid X receptor alpha (RXR-α) complex from binding to DNA sequences, which activates NF-κB. Cecropin B interacts with TLR 2 and 4 to activate swine hepatocytes and modulate the NF-κB-mediated signaling pathway [1].
In vitro, Cecropin B exhibits high-level antimicrobial activity against a broad spectrum of bacteria and fungi. It is effective against both Gram-negative and Gram-positive bacteria, as well as fungal phytopathogens. Its mechanism of action involves disrupting the integrity of bacterial membranes. Quantitative MIC values for various microorganisms are not detailed in the publicly available sources.
ln Vivo
Group C wounds were wet and had increased exudation, whereas the other groups' wounds were dry and showed no discernible exudation. Most of the mice in each group had higher body temperatures following surgery, although their white blood cell counts were lower. Compared to groups M and C, group A's muscles had a noticeably smaller amount of germs. Following four rounds of PID, group C's survival rate was much lower than that of groups A and M (P<0.05)[2].
In vivo activity data for Cecropin B is limited in publicly available literature. As an antimicrobial peptide with potent in vitro activity, it is hypothesized to exhibit similar effects in animal models of infection. However, specific in vivo efficacy studies, including pharmacokinetic and pharmacodynamic parameters, have not been detailed in the available sources. Its potential as a therapeutic agent is being explored.
Enzyme Assay
For in vitro cell-free assays, the interaction of Cecropin B with model membranes can be studied using techniques such as surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC). The ability of the peptide to disrupt liposomes or artificial membranes can be assessed by measuring the release of encapsulated fluorescent dyes. These assays provide insights into its membrane-disrupting mechanism.
Cell Assay
For in vitro cellular assays, the antimicrobial activity of Cecropin B is assessed in bacterial or fungal cultures. Microorganisms are cultured in the presence of varying concentrations of the peptide, and the inhibition of growth is measured using standard broth microdilution methods to determine the MIC. Its cytotoxicity can be assessed in mammalian cell lines to evaluate its selectivity.
Animal Protocol
For in vivo studies, Cecropin B could be administered intravenously, intraperitoneally, or topically in animal models of bacterial or fungal infection. The reduction in microbial load, improvement in clinical signs, and survival rate are typical endpoints.
ADME/Pharmacokinetics
Cecropin B has a molecular formula of C176H301N51O42S and a molecular weight of 3835.65 g/mol. Its CAS number is 80451-05-4. It is a linear cationic peptide and is typically supplied as a lyophilized powder. It is soluble in water and buffers. For in vitro studies, it is dissolved in water or buffer. For in vivo administration, it can be formulated in suitable vehicles. Storage is recommended at -20°C, protected from light. Its purity is typically >95% for research use.
Toxicity/Toxicokinetics
No detailed toxicity data is publicly available. As an antimicrobial peptide, its toxicity would need to be established through standard toxicological studies. Its selectivity for microbial membranes over mammalian membranes is a key factor in its safety profile.
References

[1]. Cecropin B Represses CYP3A29 Expression through Activation of the TLR2/4-NF-κB/PXR Signaling Pathway. Sci Rep. 2016 Jun 14.

[2]. [The antibacterial effect of cecropin B on pseudomonas aeruginosa infection of wounds in mice]. Zhonghua Shao Shang Za Zhi. 2006 Dec;22(6):445-7.

Additional Infomation
Cecropin B is a research-grade compound and is not approved for any therapeutic use. It serves primarily as a valuable tool for studying antimicrobial peptides, membrane biology, and innate immunity. Its mechanism of action involves the disruption of microbial membranes. Its broad-spectrum antimicrobial activity makes it a compound of interest for drug discovery. No clinical trials have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C176H302N52O41S
Molecular Weight
3834.66991758347
Exact Mass
3833.289
CAS #
80451-05-4
PubChem CID
16130488
Appearance
White to off-white solid powder
LogP
-8.4
Hydrogen Bond Donor Count
53
Hydrogen Bond Acceptor Count
52
Rotatable Bond Count
138
Heavy Atom Count
270
Complexity
8830
Defined Atom Stereocenter Count
35
SMILES
CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NCC(=O)N1CCCC1C(=O)NC(C)C(=O)NC(C(C)CC)C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)N)NC(=O)CNC(=O)C(CC(=O)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(C(C)CC)NC(=O)C(CC(=O)N)NC(=O)C(CCCNC(=N)N)NC(=O)CNC(=O)C(CCSC)NC(=O)C(CCCCN)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)CC)NC(=O)C(CCCCN)NC(=O)C(CCCCN)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(C(C)C)NC(=O)C(CCCCN)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CCCCN)N
InChi Key
YIQHNFUJWYYSEC-MQAAYMCRSA-N
InChi Code
InChI=1S/C176H302N52O41S/c1-25-97(15)140(174(269)224-139(96(13)14)168(263)212-113(57-36-43-72-179)155(250)199-101(19)145(240)198-91-134(234)228-79-50-64-128(228)167(262)202-104(22)149(244)225-141(98(16)26-2)171(266)203-105(23)148(243)222-137(94(9)10)169(264)219-123(82-93(7)8)152(247)196-89-132(232)205-119(65-67-135(235)236)156(251)201-102(20)146(241)206-112(56-35-42-71-178)154(249)200-103(21)147(242)215-122(144(187)239)81-92(5)6)221-133(233)90-197-153(248)126(85-129(185)229)217-160(255)118(63-49-78-193-176(190)191)213-172(267)143(100(18)28-4)227-166(261)127(86-130(186)230)218-157(252)111(62-48-77-192-175(188)189)204-131(231)88-195-151(246)121(69-80-270-24)211-159(254)114(58-37-44-73-180)207-161(256)120(66-68-136(237)238)214-173(268)142(99(17)27-3)226-163(258)117(61-40-47-76-183)208-158(253)115(59-38-45-74-181)209-164(259)124(83-106-51-30-29-31-52-106)220-170(265)138(95(11)12)223-162(257)116(60-39-46-75-182)210-165(260)125(216-150(245)109(184)54-34-41-70-177)84-107-87-194-110-55-33-32-53-108(107)110/h29-33,51-53,55,87,92-105,109,111-128,137-143,194H,25-28,34-50,54,56-86,88-91,177-184H2,1-24H3,(H2,185,229)(H2,186,230)(H2,187,239)(H,195,246)(H,196,247)(H,197,248)(H,198,240)(H,199,250)(H,200,249)(H,201,251)(H,202,262)(H,203,266)(H,204,231)(H,205,232)(H,206,241)(H,207,256)(H,208,253)(H,209,259)(H,210,260)(H,211,254)(H,212,263)(H,213,267)(H,214,268)(H,215,242)(H,216,245)(H,217,255)(H,218,252)(H,219,264)(H,220,265)(H,221,233)(H,222,243)(H,223,257)(H,224,269)(H,225,244)(H,226,258)(H,227,261)(H,235,236)(H,237,238)(H4,188,189,192)(H4,190,191,193)/t97-,98-,99-,100-,101-,102-,103-,104-,105-,109-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,137-,138-,139-,140-,141-,142-,143-/m0/s1
Chemical Name
(4S)-4-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S,3S)-2-[[2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]hexanoyl]amino]-3-methylpentanoyl]amino]-4-carboxybutanoyl]amino]hexanoyl]amino]-4-methylsulfanylbutanoyl]amino]acetyl]amino]-5-carbamimidamidopentanoyl]amino]-4-oxobutanoyl]amino]-3-methylpentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-4-oxobutanoyl]amino]acetyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]hexanoyl]amino]propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]propanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]-5-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxopropan-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 : ~66.67 mg/mL (~17.39 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 50 mg/mL (13.04 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 0.2608 mL 1.3039 mL 2.6078 mL
5 mM 0.0522 mL 0.2608 mL 0.5216 mL
10 mM 0.0261 mL 0.1304 mL 0.2608 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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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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