Helen Frankenthaler Foundation

Bivalirudin Trifluoroacetate

Mastoparan (trifluoroacetate salt)

Mastoparan (trifluoroacetate salt)

A mast cell degranulating peptide

Technical Information

PropertyValue
Molecular FormulaC 70 H 131 N 19 O 15 • XCF 3 COOH
Formula Weight1478.9
Purity≥95%
FormulationA crystalline solid
SolubilityDMF: 30 mg/ml DMSO: 30 mg/ml Ethanol: 30 mg/ml Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λ max203 nm
SMILESO=C(N[C@@H]([C@@H](C)CC)C(N[C@H](C(N)=O)CC(C)C)=O)[C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](C)NC([C@H](CC(C)C)NC([C@H](C)NC([C@H](C)NC([C@H](CC(C)C)NC([C@H](C)NC([C@H](CCCCN)NC([C@H](CC(C)C)NC([C@H](CC(N)=O)NC([C@@H](N)[C@@H](C)CC)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O.FC(F)(C(O)=O)F
InChi CodeInChI=1S/C70H131N19O15.C2HF3O2/c1-17-40(11)55(75)69(103)88-53(35-54(74)90)68(102)87-52(34-39(9)10)67(101)83-46(25-19-22-28-71)62(96)78-45(16)61(95)86-50(32-37(5)6)65(99)79-42(13)58(92)77-43(14)60(94)85-51(33-38(7)8)66(100)80-44(15)59(93)81-47(26-20-23-29-72)63(97)82-48(27-21-24-30-73)64(98)89-56(41(12)18-2)70(104)84-49(31-36(3)4)57(76)91;3-2(4,5)1(6)7/h36-53,55-56H,17-35,71-73,75H2,1-16H3,(H2,74,90)(H2,76,91)(H,77,92)(H,78,96)(H,79,99)(H,80,100)(H,81,93)(H,82,97)(H,83,101)(H,84,104)(H,85,94)(H,86,95)(H,87,102)(H,88,103)(H,89,98);(H,6,7)/t40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-,56-;/m0./s1
InChi KeyWZPKLDWYLMDLDU-UVXXMCETSA-N

Shipping & Storage Information

PropertyValue
Storage-20°C
ShippingRoom temperature in continental US; may vary elsewhere

Product Description

Mastoparan is a mast cell degranulating peptide originally isolated from Vespid wasp venom. It promotes degranulation by increasing GTPase activity for G i and G o signaling independent of G protein-coupled receptor binding. Mastoparan also binds calmodulin (K d = 0.3 nM) and inhibits the calmodulin-induced activation of phosphodiesterase (IC 50 = 0.02 µM). In vitro, mastoparan was effective in killing leukemia, myeloma, and breast cancer cells (IC 50 s = 8-9.2, 11, and 20-24 µM, respectively). It worked synergistically with gemcitabine in a mouse model of mammary carcinoma.

WARNING This product is not for human or veterinary use.

References & Product Citations

Product Description References
  • Hirai, Y., Yashuhara, T., Yoshida, H., et al.A new mast cell degranulating peptide "mastoparan" in the venom of Vespula lewisii. Chem. Pharm. Bull. (Tokyo) 27(8), 1942-1944 (1979).
  • Higashijima, T., Uzu, S., Nakajima, T., et al.Mastoparan, a peptide toxin from wasp venom, mimics receptors by activating GTP-binding regulatory proteins (G proteins). The Journal of Biological Chemisty 263(14), 6491-6494 (1988).
  • 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).
  • Malencik, D.A., and Anderson, S.R.High affinity binding of the mastoparans by calmodulin. Biochem. Biophys. Res. Commun. 114(1), 50-56 (1983).
  • Barnette, M.S., Daly, R., and Weiss, B.Inhibition of calmodulin activity by insect venom peptides. Biochem. Pharmacol. 32(19), 2929-2933 (1983).
  • Hilchie, A.L., Sharon, A.J., Haney, E.F., et al.Mastoparan is a me