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444898

Sigma-Aldrich

Mastoparan

A cell-permeable synthetic peptide with sequence identical to Vespula lewisii.

Synonym(s):

Mastoparan, INLKALAALAKKIL

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About This Item

Empirical Formula (Hill Notation):
C70H131N19O15
CAS Number:
Molecular Weight:
1478.91
MDL number:
UNSPSC Code:
12352200

Quality Level

Assay

≥97% (HPLC)

form

solid

potency

7.5 μM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

water: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C70H131N19O15/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(57(76)91)31-36(3)4/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)/t40-,41?,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-,56-/m0/s1

InChI key

MASXKPLGZRMBJF-HDSAQESISA-N

General description

A cell-permeable synthetic peptide with a sequence identical to Vespula lewisii. Amphiphilic wasp venom tetradecapeptide capable of directly activating pertussis toxin-sensitive G-proteins by a mechanism analogous to that of G-protein-coupled receptors. Acts preferentially on Gi and Go rather than Gs. Potent factor in mitochondrial permeability transition pore. Inhibits calmodulin and activates phospholipase A2. Causes a transient Ca2+ release from the sarcoplasmic reticulum.
A cell-permeable synthetic peptide with sequence identical to Vespula lewisii. Amphiphilic wasp venom tetradecapeptide capable of directly activating pertussis toxin-sensitive G-proteins by a mechanism analogous to that of G-protein-coupled receptors. Acts preferentially on Gi and Go rather than Gs. Potent facilitator of the mitochondrial permeability transition pore that is reported to induce apoptosis in cultured cerebellar granule neurons by causing a dramatic increase in intracellular Ca2+. Acts as a calmodulin antagonist and activates phospholipase A2. Causes a transient Ca2+ release from the sarcoplasmic reticulum. Also reported to inhibit Na+,K+-ATPase activity (IC50 = 7.5 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Na+,K+-ATPase activity
Product does not compete with ATP.
Reversible: no

Packaging

Yes

Warning

Toxicity: Standard Handling (A)

Sequence

H-Ile-Asn-Leu-Lys-Ala-Leu-Ala-Ala-Leu-Ala-Lys-Lys-Ile-Leu-NH₂

Physical form

Supplied as a trifluoroacetate salt.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Hirata, Y., et al. 2000. Mol. Pharmacol. 57, 1235.
Liz, S.Z., et al. 1997. Brain Res.771, 184.
Klinker, J.F., et al. 1996. Biochem. Pharmacol. 51, 217.
Langel, U., et al. 1996. Regul. Peptides 62, 47.
Pfeiffer, D.R., et al. 1995. J. Biol. Chem. 270, 4923.
Igarashi, M., et al. 1993. Science259, 77.
Komatsu, M., et al. 1992. Endocrinology130, 221.
Adolfo Garcia-Sainz, J., et al. 1991. Biochem. Biophys. Res. Commun.179, 852.
Gil, J., et al. 1991. J. Cell Biol. 113, 943.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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