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72093-21-1,MFCD00076865
Catalog No.:AA006AD0

72093-21-1 | Mastoparan (Vespula lewisii)

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1mg
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5mg
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10mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA006AD0
Chemical Name:
Mastoparan (Vespula lewisii)
CAS Number:
72093-21-1
Molecular Formula:
C17H29N4O4
Molecular Weight:
353.4366
MDL Number:
MFCD00076865
SMILES:
CC[C@@H]([CH]C(=O)N[C@H](C(=O)N[C@H](C(=O)N[CH])CC(C)C)CC(=O)N)C
Properties
Computed Properties
 
Complexity:
2790  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
16  
Heavy Atom Count:
104  
Hydrogen Bond Acceptor Count:
19  
Hydrogen Bond Donor Count:
19  
Rotatable Bond Count:
53  
XLogP3:
1  

Literature

Title: Characterization of heterotrimeric nucleotide-depleted Gα(i)-proteins by Bodipy-FL-GTPγS fluorescence anisotropy.

Journal: Archives of biochemistry and biophysics 20120815

Title: Influence of the bilayer composition on the binding and membrane disrupting effect of Polybia-MP1, an antimicrobial mastoparan peptide with leukemic T-lymphocyte cell selectivity.

Journal: Biochemistry 20120619

Title: A compact intermediate state of calmodulin in the process of target binding.

Journal: Biochemistry 20120515

Title: In vitro activity of several antimicrobial peptides against colistin-susceptible and colistin-resistant Acinetobacter baumannii.

Journal: Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases 20120401

Title: A selective phosphodiesterase 3 inhibitor rescues low PO2-induced ATP release from erythrocytes of humans with type 2 diabetes: implication for vascular control.

Journal: American journal of physiology. Heart and circulatory physiology 20111201

Title: The G-protein on cholesterol-rich membrane microdomains mediates mucosal sensing of short- chain fatty acid and secretory response in rat colon.

Journal: Acta physiologica (Oxford, England) 20111101

Title: The Rho kinase inhibitor Y-27632 increases erythrocyte deformability and low oxygen tension-induced ATP release.

Journal: American journal of physiology. Heart and circulatory physiology 20111101

Title: Structural and biological characterization of mastoparans in the venom of Vespa species in Taiwan.

Journal: Peptides 20111001

Title: New insight into the mechanism of action of wasp mastoparan peptides: lytic activity and clustering observed with giant vesicles.

Journal: Langmuir : the ACS journal of surfaces and colloids 20110906

Title: Quantification of protein-protein interactions with chemical cross-linking and mass spectrometry.

Journal: Journal of proteome research 20110401

Title: Heterotrimeric Gα(i) proteins are regulated by lipopolysaccharide and are anti-inflammatory in endotoxemia and polymicrobial sepsis.

Journal: Biochimica et biophysica acta 20110301

Title: Investigating the effect of different positioning of lysine residues along the peptide chain of mastoparans for their secondary structures and biological activities.

Journal: Amino acids 20110101

Title: Laurdan and di-4-ANEPPDHQ do not respond to membrane-inserted peptides and are good probes for lipid packing.

Journal: Biochimica et biophysica acta 20110101

Title: Comparative study of the membrane-permeabilizing activities of mastoparans and related histamine-releasing agents in bacteria, erythrocytes, and mast cells.

Journal: Biochimica et biophysica acta 20110101

Title: Inhibitory effect of ganglioside on mastoparan-induced cytotoxicity and degranulation in lipid raft of connective tissue type mast cell.

Journal: Journal of biochemical and molecular toxicology 20110101

Title: PUFA-dependent alteration of oxidative parameters of a canine mastocytoma cell line.

Journal: Acta veterinaria Hungarica 20101201

Title: Thiol-oxidation reduces the release of amylase induced by β-adrenergic receptor activation in rat parotid acinar cells.

Journal: Biomedical research (Tokyo, Japan) 20101001

Title: Diamide decreases deformability of rabbit erythrocytes and attenuates low oxygen tension-induced ATP release.

Journal: Experimental biology and medicine (Maywood, N.J.) 20100901

Title: Involvement of cholesterol in synaptic vesicle swelling.

Journal: Experimental biology and medicine (Maywood, N.J.) 20100401

Title: Involvement of Gi/o proteins and GIRK channels in the potentiation of morphine-induced spinal analgesia in acutely inflamed mice.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20100101

Title: The neurotoxicological effects of mastoparan Polybia-MPII at the murine neuromuscular junction: an ultrastructural and immunocytochemical study.

Journal: Histochemistry and cell biology 20091001

Title: The histamine H receptor as a new target for treatment of canine inflammatory skin diseases.

Journal: Veterinary dermatology 20091001

Title: Wasp mastoparans follow the same mechanism as the cell-penetrating peptide transportan 10.

Journal: Biochemistry 20090804

Title: Characterization of two novel polyfunctional mastoparan peptides from the venom of the social wasp Polybia paulista.

Journal: Peptides 20090801

Title: Angiotensin II-induced cyclooxygenase 2 expression in rat aorta vascular smooth muscle cells does not require heterotrimeric G protein activation.

Journal: The Journal of pharmacology and experimental therapeutics 20090701

Title: Activation of CD47 receptors causes histamine secretion from mast cells.

Journal: Cellular and molecular life sciences : CMLS 20090401

Title: GTPgammaS antagonizes the mastoparan-induced in vitro activity of PIP-phospholipase C from symbiotic root nodules of Phaseolus vulgaris.

Journal: Physiologia plantarum 20090301

Title: Impaired insulin secretion by diphenyleneiodium associated with perturbation of cytosolic Ca2+ dynamics in pancreatic beta-cells.

Journal: Endocrinology 20081101

Title: The lipid composition determines the kinetics of adhesion and spreading of liposomes on mercury electrodes.

Journal: Bioelectrochemistry (Amsterdam, Netherlands) 20081101

Title: Selectivity in the mechanism of action of antimicrobial mastoparan peptide Polybia-MP1.

Journal: European biophysics journal : EBJ 20080701

Title: Cellulase elicitor induced accumulation of capsidiol in Capsicum annumm L. suspension cultures.

Journal: Biotechnology letters 20080501

Title: Elucidation of structural requirements of mastoparan for mast cell activation-toward the comprehensive prediction of cryptides acting on mast cells.

Journal: Protein and peptide letters 20080101

Title: Participation of the inositol phospholipid signaling pathway in the increase in cytosolic calcium induced by tributyltin chloride intoxication of chlorophyllous protozoa Euglena gracilis Z and its achlorophyllous mutant SM-ZK.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20071101

Title: Mastoparan inhibits beta-adrenoceptor-G(s) signaling by changing the localization of Galpha(s) in lipid rafts.

Journal: Cellular signalling 20071101

Title: A mastoparan analog without lytic effects and its stimulatory mechanisms in mast cells.

Journal: Biochemical and biophysical research communications 20071012

Title: Myotoxic effects of mastoparan from Polybia paulista (Hymenoptera, Epiponini) wasp venom in mice skeletal muscle.

Journal: Toxicon : official journal of the International Society on Toxinology 20071001

Title: Different Ca2+ signalling cascades manifested by mastoparan in the prothoracic glands of the tobacco hornworm, Manduca sexta, and the silkworm, Bombyx mori.

Journal: Archives of insect biochemistry and physiology 20070601

Title: Differential membrane perturbation caused by the cell penetrating peptide Tp10 depending on attached cargo.

Journal: FEBS letters 20070529

Title: Involvement of a Go-type G-protein coupled to guanylate cyclase in the phototransduction cGMP cascade of molluscan simple photoreceptors.

Journal: Brain research 20070504

Title: Allosteric inhibition of rat neuronal nitric-oxide synthase caused by interference with the binding of calmodulin to the enzyme.

Journal: Biochimica et biophysica acta 20070201

Title: [Role of lipid rafts in trimeric G protein-mediated signal transduction].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20070101

Title: Coupling of M3 acetylcholine receptor to Gq16 activates a natriuretic peptide receptor guanylyl cyclase.

Journal: Journal of receptor and signal transduction research 20070101

Title: The mastoparanogen from wasp.

Journal: Peptides 20061201

Title: Gi/o proteins: expression for direct activation enquiry.

Journal: Protein expression and purification 20060501

Title: Differential properties of GTP- and Ca(2+)-stimulated exocytosis from large dense core vesicles.

Journal: Traffic (Copenhagen, Denmark) 20060401

Title: Molecular mechanisms for the effect of mastoparan on G proteins in tissues of vertebrates and invertebrates.

Journal: Bulletin of experimental biology and medicine 20060301

Title: Lipid and peptide control of phosphatidylinositol 4-kinase IIalpha activity on Golgi-endosomal Rafts.

Journal: The Journal of biological chemistry 20060217

Title: Characterization of a G protein-coupled guanylyl cyclase-B receptor from bovine tracheal smooth muscle.

Journal: Journal of receptor and signal transduction research 20060101

Title: [Comparative study of molecular mechanisms of natural and synthetic polycationic peptides action on the activity of the adenylyl cyclase signaling system].

Journal: Tsitologiia 20060101

Title: Mastoparan changes the cellular localization of Galphaq/11 and Gbeta through its binding to ganglioside in lipid rafts.

Journal: Molecular pharmacology 20051101

Title: Unsaturated fatty acids phosphorylate and destabilize ABCA1 through a phospholipase D2 pathway.

Journal: The Journal of biological chemistry 20051028

Title: Mitochondrial delivery of mastoparan with transferrin liposomes equipped with a pH-sensitive fusogenic peptide for selective cancer therapy.

Journal: International journal of pharmaceutics 20051013

Title: Constitutive secretion of protease nexin-1 by glial cells and its regulation by G-protein-coupled receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050928

Title: Lipid efflux in human and mouse macrophagic cells: evidence for differential regulation of phospholipid and cholesterol efflux.

Journal: Journal of lipid research 20050901

Title: Duality in the mastoparan action on glucose transport in rat adipocytes.

Journal: Endocrine journal 20050801

Title: A synthesized cationic tetradecapeptide from hornet venom kills bacteria and neutralizes lipopolysaccharide in vivo and in vitro.

Journal: Biochemical pharmacology 20050715

Title: Signaling pathways in ascidian oocyte maturation: effects of various inhibitors and activators on germinal vesicle breakdown.

Journal: Development, growth & differentiation 20050501

Title: Inhibition of phospholipase C-independent exocytotic responses in rat peritoneal mast cells by U73122.

Journal: Regulatory peptides 20050215

Title: IP3 production in the hypersensitive response of lemon seedlings against Alternaria alternata involves active protein tyrosine kinases but not a G-protein.

Journal: Biological research 20050101

Title: Different modes of sodium-D-glucose cotransporter-mediated D-glucose uptake regulation in Caco-2 cells.

Journal: American journal of physiology. Cell physiology 20041001

Title: Charge delocalisation and the design of novel mastoparan analogues: enhanced cytotoxicity and secretory efficacy of [Lys5, Lys8, Aib10]MP.

Journal: Regulatory peptides 20040915

Title: NO inhibits signal transduction pathway for ATP release from erythrocytes via its action on heterotrimeric G protein Gi.

Journal: American journal of physiology. Heart and circulatory physiology 20040801

Title: Tacrolimus impairment of insulin secretion in isolated rat islets occurs at multiple distal sites in stimulus-secretion coupling.

Journal: Endocrinology 20040501

Title: The Rac/Cdc42 guanine nucleotide exchange factor beta1Pix enhances mastoparan-activated Gi-dependent pathway in mast cells.

Journal: Biochemical and biophysical research communications 20040430

Title: GTP-binding protein-independent potentiation by mastoparan of IL-1beta-induced nitric oxide release from insulin-secreting HIT-T15 cells.

Journal: Apoptosis : an international journal on programmed cell death 20040301

Title: Constitutively active Gq/11-coupled receptors enable signaling by co-expressed G(i/o)-coupled receptors.

Journal: The Journal of biological chemistry 20040213

Title: Tetrapeptides on N- and C-terminal regions of mastoparan inhibit catecholamine release from chromaffin cells by blocking nicotinic acetylcholine receptor.

Journal: Cellular and molecular neurobiology 20040201

Title: Regulation of the water channel aquaporin-1: isolation and reconstitution of the regulatory complex.

Journal: Cell biology international 20040101

Title: Phospholipase d activation correlates with microtubule reorganization in living plant cells.

Journal: The Plant cell 20031101

Title: Evidence for multiple distinctly localized adenylyl cyclase isoforms in mammalian spermatozoa.

Journal: Molecular reproduction and development 20031001

Title: Mastoparan-induced insulin secretion from insulin-secreting betaTC3 and INS-1 cells: evidence for its regulation by Rho subfamily of G proteins.

Journal: Endocrinology 20031001

Title: Catestatin (CgA344-364) stimulates rat mast cell release of histamine in a manner comparable to mastoparan and other cationic charged neuropeptides.

Journal: Regulatory peptides 20030615

Title: Cyclooxygenase-2-dependent superoxide generation contributes to age-dependent impairment of G protein-mediated cerebrovasodilation.

Journal: Anesthesiology 20030601

Title: Protein kinase C activation generates superoxide and contributes to impairment of cerebrovasodilation induced by G protein activation after brain injury.

Journal: Brain research 20030509

Title: Inflammatory role of two venom components of yellow jackets (Vespula vulgaris): a mast cell degranulating peptide mastoparan and phospholipase A1.

Journal: International archives of allergy and immunology 20030501

Title: The promoter of the spinach PsaF gene for the subunit III of the photosystem I reaction center directs beta-glucuronidase gene expression in transgenic tobacco roots. Implication of the involvement of phospholipases and protein kinase C in PsaF gene expression.

Journal: Journal of plant physiology 20030501

Title: Mastoparan selectively activates phospholipase D2 in cell membranes.

Journal: The Journal of biological chemistry 20030404

Title: Mastoparan binds to glycogen phosphorylase to regulate sarcoplasmic reticular Ca2+ release in skeletal muscle.

Journal: The Biochemical journal 20030401

Title: Regulation of mastoparan-induced increase of paracellular permeability in T84 cells by RhoA and basolateral potassium channels.

Journal: Biochemical pharmacology 20030401

Title: Multiple signalling pathways mediate fungal elicitor-induced beta-thujaplicin biosynthesis in Cupressus lusitanica cell cultures.

Journal: Journal of experimental botany 20030201

Title: Nod factors activate both heterotrimeric and monomeric G-proteins in Vigna unguiculata (L.) Walp.

Journal: Planta 20030201

Title: Mastoparan induces Ca2+-independent cortical granule exocytosis in sea urchin eggs.

Journal: Biochemical and biophysical research communications 20030131

Title: Wnt-5a and G-protein signaling are required for collagen-induced DDR1 receptor activation and normal mammary cell adhesion.

Journal: International journal of cancer 20030120

Title: Modulation by the ATP/GTP ratio of the phosphorylation level of P-glycoprotein and of various plasma membrane proteins of KB-V1 multidrug resistant cells.

Journal: Anticancer research 20030101

Title: G protein activation elicits cerebrovasodilation through interaction with K(ATP) and K(Ca) channels.

Journal: Brain research 20021213

Title: Influence of vitamin E on mast cell mediator release.

Journal: Veterinary dermatology 20021201

Title: Role of G protein and protein kinase signalling in influenza virus budding in MDCK cells.

Journal: The Journal of general virology 20021201

Title: The role of G protein beta subunits in the release of ATP from human erythrocytes.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20021201

Title: Antibacterial and antifungal properties of alpha-helical, cationic peptides in the venom of scorpions from southern Africa.

Journal: European journal of biochemistry 20021001

Title: Catestatin (chromogranin A344-358) stimulates release of histamine from rat pleural and peritoneal mast cells.

Journal: Annals of the New York Academy of Sciences 20021001

Title: Phospholipase D in Phytophthora infestans and its role in zoospore encystment.

Journal: Molecular plant-microbe interactions : MPMI 20020901

Title: Arachidonic acid release and prostaglandin F(2alpha) formation induced by anandamide and capsaicin in PC12 cells.

Journal: European journal of pharmacology 20020823

Title: Up-regulation of phosphoinositide metabolism in tobacco cells constitutively expressing the human type I inositol polyphosphate 5-phosphatase.

Journal: Plant physiology 20020801

Title: A link between Cdc42 and syntaxin is involved in mastoparan-stimulated insulin release.

Journal: Biochemistry 20020730

Title: Identification and characterization of a novel protein histidine kinase in the islet beta cell: evidence for its regulation by mastoparan, an activator of G-proteins and insulin secretion.

Journal: Biochemical pharmacology 20020615

Title: Regulation and recruitment of phosphatidylinositol 4-kinase on immature secretory granules is independent of ADP-ribosylation factor 1.

Journal: The Biochemical journal 20020415

Title: A direct inhibitory action of prostaglandins upon ACTH secretion at the late stages of the secretory pathway of AtT-20 cells.

Journal: British journal of pharmacology 20020401

Title: Activation and inhibition of G proteins by lipoamines.

Journal: Molecular pharmacology 20020301

Title: The oat mitochondrial permeability transition and its implication in victorin binding and induced cell death.

Journal: The Plant journal : for cell and molecular biology 20020201

Title: Agmatine: a mastoparan-like activity related to direct activation of heterotrimeric G proteins.

Journal: European journal of pharmacology 20020118

Title: Venom from the ectoparasitic wasp Nasonia vitripennis increases Na+ influx and activates phospholipase C and phospholipase A2 dependent signal transduction pathways in cultured insect cells.

Journal: Toxicon : official journal of the International Society on Toxinology 20020101

Title: Novel mastoparan analogs induce differential secretion from mast cells.

Journal: Chemistry & biology 20020101

Title: Mastoparan stimulates GABA release from MIN6 cells: relationship between SNARE proteins and mastoparan action.

Journal: Biochemical and biophysical research communications 20011221

Title: The exocytotic signaling pathway induced by nerve growth factor in the presence of lyso-phosphatidylserine in rat peritoneal mast cells involves a type D phospholipase.

Journal: Regulatory peptides 20011215

Title: Over-expression of NCS-1 in AtT-20 cells affects ACTH secretion and storage.

Journal: Molecular and cellular endocrinology 20011126

Title: Possible involvement of amino acid transporters on S-nitroso-cysteine-induced inhibition of arachidonic acid release in PC12 cells.

Journal: Neuroscience letters 20010928

Title: Neuroprotective signal transduction in model motor neurons exposed to thrombin: G-protein modulation effects on neurite outgrowth, Ca(2+) mobilization, and apoptosis.

Journal: Journal of neurobiology 20010801

Title: Effects of phospholipase A(2) activating peptides upon GTP-binding protein-evoked adrenocorticotrophin secretion.

Journal: European journal of pharmacology 20010727

Title: Sulfhydryl G proteins and phospholipase A(2)-associated G proteins are involved in adrenergic signal transduction in the rat pineal gland.

Journal: General and comparative endocrinology 20010601

Title: Structure-function relationship in the interaction of mastoparan analogs with neutrophil NADPH oxidase.

Journal: Biochemical pharmacology 20010501

Title: Enhancement of arachidonic acid release and prostaglandin F(2alpha) formation by Na3VO4 in PC12 cells and GH3 cells.

Journal: European journal of pharmacology 20010406

Title: Signal transduction events in Chinese hamster ovary cells expressing human CD14; effect of endotoxin desensitization.

Journal: Shock (Augusta, Ga.) 20010401

Title: Heterotrimeric G-protein and signal transduction in the nematode-trapping fungus Arthrobotrys dactyloides.

Journal: Planta 20010401

Title: Secondary structure and position of the cell-penetrating peptide transportan in SDS micelles as determined by NMR.

Journal: Biochemistry 20010313

Title: Effects of wortmannin upon the late stages of the secretory pathway of AtT-20 cells.

Journal: European journal of pharmacology 20010209

Title: Hexamminecobalt(III) chloride inhibits glucose-induced insulin secretion at the exocytotic process.

Journal: The Journal of biological chemistry 20010202

Title: Nod factor-induced phosphatidic acid and diacylglycerol pyrophosphate formation: a role for phospholipase C and D in root hair deformation.

Journal: The Plant journal : for cell and molecular biology 20010101

Title: Effect of maitotoxin on guanine nucleotide interaction with G-protein alpha subunits.

Journal: International journal of toxicology 20010101

Title: Early elicitor-induced events in chickpea cells: functional links between oxidative burst, sequential occurrence of extracellular alkalinisation and acidification, K+/H+ exchange and defence-related gene activation.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101

Title: Endothelial cell activation by pore-forming structures: pivotal role for interleukin-1alpha.

Journal: Circulation 20000418

Title: Purification and characterization of a new serine proteinase from Bacillus subtilis with specificity for amino acids at P1 and P2 positions.

Journal: Biochimica et biophysica acta 19951206

Title: Structure and biological activities of a new mastoparan isolated from the venom of the hornet Vespa basalis.

Journal: The Biochemical journal 19910301

Title: Facilitation of phospholipase A2 activity by mastoparans, a new class of mast cell degranulating peptides from wasp venom.

Journal: The Journal of biological chemistry 19831125

Title: Mau SE, et al. Mastoparan, a wasp venom peptide, stimulates release of prolactin from cultured rat anterior pituitary cells. J Endocrinol. 1994 Jul;142(1):9-18.

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Tags:72093-21-1 Molecular Formula|72093-21-1 MDL|72093-21-1 SMILES|72093-21-1 Mastoparan (Vespula lewisii)