M5280

Mastoparan, Vespula lewisii

≥97% (HPLC), powder

• Empirical Formula (Hill Notation): C₇₀H₁₃₁N₁₉O₁₅
• CAS Number: 72093-21-1
• Molecular Weight: 1478.91
• UNSPSC Code: 41106300
• NACRES: NA.32
• PubChem Substance ID: 329818006
• MDL number: MFCD00076865
• Beilstein/REAXYS Number: 5491949

Properties

• biological source: synthetic
• Quality Segment: 200
• assay: ≥97% (HPLC)
• form: powder
• color: white
• storage temp.: −20°C
• SMILES string: CC[C@H](C)[C@H](N)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)NC([C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(N)=O
• 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-MVSGICTGSA-N
• Gene Information: human ... CALM1(801), PLA2R1(22925) ; mouse ... CALM1(12313), PLA2R1(18779) ; rat ... CALM1(24242), PLA2R1(295631)

Description

General description

Mastoparan is a cationic, amphiphilic, tetradecapeptide amide. It is composed of the restricted amino acid and the repeated sequence.[1] This protein is a nonspecific secretagogue isolated from venom of wasp.

Application

Mastoparan has been used as a calmodulin antagonist.

Biochem/physiol Actions

Mastoparan effectively stimulates exocytosis from diverse mammalian cells. The encoded protein facilitates the secretion of histamine from mast cells, serotonin from platelets, catecholamines from chromaffin cells and prolactin from the anterior pituitary. In addition, it is also involved in activation of Phospholipase A2 and phosphoinositides (Pl) break down. Mastoparan functions as an inhibitor for calmodulin-stimulated phosphodiesterase. Mastoparan helps in mitochondrial permeability transition by enhancing an apparent bimodal mechanism of action.

Mast cell degranulating peptide. Activates phospholipase A₂; inhibits calmodulin. Cell permeable; stimulates exocytosis and phosphoinositide breakdown.

Other Notes

Lyophilized from 0.1% TFA in H2O

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)