An antimicrobial peptide
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Mastoparan X (trifluoroacetate salt)

Item No. 36903

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-isoleucyl-L-asparaginyl-L-tryptophyl-L-lysylglycyl-L-isoleucyl-L-alanyl-L-alanyl-L-methionyl-L-alanyl-L-lysyl-L-lysyl-L-leucyl-L-leucinamide, trifluoroacetate salt
CAS Number
72093-22-2
Synonyms
  • Mastoparan V
  • MPV
  • MPX
Molecular Formula
C73H126N20O15S • XCF3COOH
Formula Weight
1556.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Peptide Sequence
INWKGIAAMAKKLL-NH2
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
221 nm
SMILES
CC[C@H](C)[C@H](N)C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@@H](CCCCN)C(NCC(N[C@@H]([C@@H](C)CC)C(N[C@@H](C)C(N[C@@H](C)C(N[C@@H](CCSC)C(N[C@@H](C)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CC(C)C)C(N[C@H](C(N)=O)CC(C)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC1=CNC2=CC=CC=C12)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C73H126N20O15S.C2HF3O2/c1-13-41(7)59(78)72(107)92-56(36-57(77)94)71(106)91-55(35-46-37-80-48-24-16-15-23-47(46)48)70(105)87-49(25-17-20-29-74)65(100)81-38-58(95)93-60(42(8)14-2)73(108)84-43(9)62(97)82-44(10)63(98)86-52(28-32-109-12)66(101)83-45(11)64(99)85-50(26-18-21-30-75)67(102)88-51(27-19-22-31-76)68(103)90-54(34-40(5)6)69(104)89-53(61(79)96)33-39(3)4;3-2(4,5)1(6)7/h15-16,23-24,37,39-45,49-56,59-60,80H,13-14,17-22,25-36,38,74-76,78H2,1-12H3,(H2,77,94)(H2,79,96)(H,81,100)(H,82,97)(H,83,101)(H,84,108)(H,85,99)(H,86,98)(H,87,105)(H,88,102)(H,89,104)(H,90,103)(H,91,106)(H,92,107)(H,93,95);(H,6,7)/t41-,42-,43-,44-,45-,49-,50-,51-,52-,53-,54-,55-,56-,59-,60-;/m0./s1
InChi Key
UOGNJCLOQPJALD-VAYWNKABSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Mastoparan X is an antimicrobial peptide that has been found in wasp venom.1 It is active against several Gram-positive and Gram-negative bacteria (MICs = 3-64 and 4-256 µg/ml, respectively) and induces permeabilization of E. coli cytoplasmic membranes by 86% when used at a concentration of 6.4 µg/ml. Mastoparan X induces GDP/GTP exchange by Gi in a concentration-dependent manner and binds to calmodulin (Kd = ~0.9 nM) in cell-free assays.2,3 It induces necrosis in T98G glioblastoma multiforme (GBM) cells when used at a concentration of 20 µM.4 Mastoparan X (128 µg/ml) induces degranulation of isolated rat peritoneal mast cells and hemolysis of isolated sheep, chicken, and human erythrocytes in a concentration-dependent manner.1 In vivo, mastoparan X (20 mg/kg) increases survival, decreases disease severity, and prevents damage to jejunal villi and crypts in a mouse model of enterohemorrhagic E. coli infection.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lin, C., -H., Tzen, J.T.C., Shyu, C.-L., et al. Structural and biological characterization of mastoparans in the venom of Vespa species in Taiwan. Peptides 32(10), 2027-2036 (2011).

    2. Malencik, D.A., and Anderson, S.R. High affinity binding of the mastoparans by calmodulin. Biochem. Biophys. Res. Commun. 114(1), 50-56 (1983).

    3. Higashijima, T., Burnier, J., and Ross, E.M. Regulation of Gi and Go by mastoparan, related amphiphilic peptides, and hydrophobic amines. Mechanism and structural determinants of activity. The Journal of Biological Chemisty 265(24), 14176-14186 (1990).

    4. da Silva, A.M., Silva-Gonçalves, L.C., Oliveira, F.A., et al. Pro-necrotic activity of cationic mastoparan peptides in human glioblastoma multiforme cells via membranolytic action. Mol. Neurobiol. 55(7), 5490-5504 (2018).

    5. Zhao, X., Wang, L., Zhi, C., et al. The antimicrobial peptide mastoparan X protects against enterohemorrhagic Escherichia coli O157:H7 infection, inhibits inflammation, and enhances the intestinal epithelial barrier. Front. Microbiol. 12, 644887 (2021).