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Mastoparan

Mastoparan is an antimicrobial peptide (AMP) toxin originally found in wasp venom. Mastoparan increases GTPase activity and GTP binding, resulting in increases in Ca2+ influx. Mastoparan increases permeability of various cells; it induces degranulation and histamine release in mast cells. Additionally, this peptide inhibits production of TGF-β1 in vivo.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18941609

Cas No.

72093-21-1

Purity

≥95%

Formula

C70H131N19O15

Formula Wt.

1478.92

IUPAC Name

(2S)-N-[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]butanediamide

Synonym

Mast cell degranulating peptide (Vespula lewisii)

Solubility

Soluble in CH3COOH (1mg/mL).

Appearance

White to off white powder

Brophy TM, Coller BS, Ahamed J. Identification of the thiol isomerase-binding peptide, mastoparan, as a novel inhibitor of shear-induced transforming growth factor β1 (TGF-β1) activation. J Biol Chem. 2013 Apr 12;288(15):10628-39. PMID: 23463512.

Nakao S, Komagoe K, Inoue T, et al. Comparative study of the membrane-permeabilizing activities of mastoparans and related histamine-releasing agents in bacteria, erythrocytes, and mast cells. Biochim Biophys Acta. 2011 Jan;1808(1):490-7. PMID: 20955685.

Higashijima T, Uzu S, Nakajima T, et al. Mastoparan, a peptide toxin from wasp venom, mimics receptors by activating GTP-binding regulatory proteins (G proteins). J Biol Chem. 1988 May 15;263(14):6491-4. PMID: 3129426.

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