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M212

Sigma-Aldrich

Mastoparan-7

≥97% (HPLC), lyophilized powder

Synonym(s):

Mas 7

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About This Item

Empirical Formula (Hill Notation):
C67H124N18O15
CAS Number:
145854-59-7
Molecular Weight:
1421.81
MDL number:
MFCD00144726
UNSPSC Code:
41106300
PubChem Substance ID:
329817929
NACRES:
NA.77

Quality Level

200

assay

≥97% (HPLC)

form

lyophilized powder

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

InChI

1S/C67H124N18O15/c1-18-38(12)53(71)67(100)85-51(32-52(70)86)66(99)84-50(31-37(10)11)64(97)79-45(24-20-22-26-69)61(94)75-42(16)58(91)82-47(28-34(4)5)62(95)76-39(13)55(88)73-40(14)57(90)81-48(29-35(6)7)63(96)77-41(15)56(89)78-44(23-19-21-25-68)60(93)74-43(17)59(92)83-49(30-36(8)9)65(98)80-46(54(72)87)27-33(2)3/h33-51,53H,18-32,68-69,71H2,1-17H3,(H2,70,86)(H2,72,87)(H,73,88)(H,74,93)(H,75,94)(H,76,95)(H,77,96)(H,78,89)(H,79,97)(H,80,98)(H,81,90)(H,82,91)(H,83,92)(H,84,99)(H,85,100)/t38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,53-/m0/s1

InChI key

HOLQXBRPSSZJMZ-FGRXCANLSA-N

Amino Acid Sequence

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

General description

Mastoparan-7 is an analog of the mastoparan peptide. It is present in the venom of Vespula lewisii. It was originally isolated from wasp venom.

Application

Mastoparan-7 has been used to study mastoparan-stimulated nucleotide binding to G proteins.

Biochem/physiol Actions

Mastoparan-7 (Mas-7) stimulates the G protein subunit Gαo/i by its mode of action (to bind to the plasma membrane). It possesses antiviral activity and is associated with histamine release from mast cells. It is also involved in the induction of potent mitochondrial permeability and tumor cell cytotoxicity.

Analysis Note

More potent analog of mastoparan.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D P McEwen et al.
Analytical biochemistry, 291(1), 109-117 (2001-03-23)
Three BODIPY GTPgammaS analogs (FL, 515, and TR), BODIPY FL GppNHp and BODIPY FL GTP molecules were synthesized as possible fluorescent probes to study guanine nucleotide binding spectroscopically. Binding to G(alphao) increases baseline analog fluorescence by 6-, 8.5-, 2.8-, 3.5-
Damir Kopein et al.
Molecular biology of the cell, 20(17), 3865-3877 (2009-07-03)
G protein-coupled receptors (GPCRs) transduce their signals through trimeric G proteins, inducing guanine nucleotide exchange on their Galpha-subunits; the resulting Galpha-GTP transmits the signal further inside the cell. GoLoco domains present in many proteins play important roles in multiple trimeric
J F Klinker et al.
The Biochemical journal, 304 ( Pt 2), 377-383 (1994-12-01)
The wasp venom, mastoparan (MP), activates reconstituted pertussis toxin (PTX)-sensitive G-proteins in a receptor-independent manner. We studied the effects of MP and its analogue, mastoparan 7 (MP 7), on G-protein activation in HL-60 cells and a reconstituted system and on
Valerie T Ramírez et al.
Neural plasticity, 2016, 4258171-4258171 (2016-02-18)
Mastoparan-7 (Mas-7), an analogue of the peptide mastoparan, which is derived from wasp venom, is a direct activator of Pertussis toxin- (PTX-) sensitive G proteins. Mas-7 produces several biological effects in different cell types; however, little is known about how
J F Klinker et al.
Biochemical pharmacology, 51(3), 217-223 (1996-02-09)
The wasp venom, mastoparan (MP), is a direct activator of reconstituted pertussis toxin-sensitive G-proteins and of purified nucleoside diphosphate kinase (NDPK) [E.C. 2.6.4.6.]. In HL-60 membranes, MP activates high-affinity GTPase [E.C. 3.6.1.-] and NDPK-catalyzed GTP formation, but not photolabeling of
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