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Merck
CN

M212

Mastoparan-7

≥97% (HPLC), lyophilized powder

Synonym(s):

Mas 7

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About This Item

Empirical Formula (Hill Notation):
C67H124N18O15
CAS Number:
Molecular Weight:
1421.81
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106300
MDL number:
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Product Name

Mastoparan-7, ≥97% (HPLC), lyophilized powder

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

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 key

HOLQXBRPSSZJMZ-FGRXCANLSA-N

assay

≥97% (HPLC)

form

lyophilized powder

storage temp.

−20°C

Quality Level

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.

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.

Analysis Note

More potent analog of mastoparan.

Application

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
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
R J Konrad et al.
The Journal of biological chemistry, 270(21), 12869-12876 (1995-05-26)
Mastoparan, a tetradecapeptide found in wasp venom that stimulates G-proteins, increases insulin secretion from beta-cells. In this study, we have examined the role of heterotrimeric G-proteins in mastoparan-induced insulin secretion from the insulin-secreting beta-cell line beta-TC3. Mastoparan stimulated insulin secretion

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