Identification and Structural Analysis of a Glycophospholipid Component from the Venom of Ant Paraponera clavata
K. A. Pluzhnikov,# D. N. Bocharov, N. V. Kononova, S. V. Sukhanov, T. A. Balashova, A. S. Arseniev, and E. V. Grishin
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Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow, 117997 Russia
Received November 14, 2005; in final form, November 16, 2005
Abstract: The venom of South American ant Paraponera clavata and its low-molecular-mass fraction were shown to possess insectotoxic and pore-forming activities. A number of glycophospholipid components were isolated from this ant venom by means of gel filtration and reversed-phase chromatography. Some of the compounds cause conductivity fluctuations in bilayer lipid membranes within the ranges of 3--25 pS and 200--400pS at concentrations 10–6 to 10–7 M. N-Acetylglucosamine, a fatty acid, and phosphoric acid residues were found in their structures. A full structure, 3-myristoyl-2-acetamido-2-deoxy-α-D-glucopyranosyl phosphate, was elucidated for one of the compounds by the use of 1H, 13C, and 31P NMR spectroscopy and mass spectrometry.
Key words: ant venom, glycophospholipid components, NMR spectroscopy
Russian Journal of Bioorganic Chemistry 2006, 32 (5):478-484