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Merck
CN

444898

Mastoparan

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

别名:

Mastoparan, INLKALAALAKKIL

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关于此项目

经验公式（希尔记法）:
C70H131N19O15
化学文摘社编号:
72093-21-1
分子量:
1478.91
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
MFCD00076865

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SMILES string

N([C@@H](C(CC)C)C(=O)N[C@@H](CC(C)C)C(=O)N)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)[C@H](CC)C)CC(=O)N)CC(C)C)CCCCN)C)CC(C)C)C)C)CC(C)C)C)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

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

Quality Level

100

相关类别

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

Physical form

Supplied as a trifluoroacetate salt.

Preparation Note

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

Other Notes

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

Disclaimer

Toxicity: Standard Handling (A)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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