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Statements

Subject Item
n2:RIV%2F60076658%3A12310%2F12%3A43883519%21RIV13-MSM-12310___
rdf:type
skos:Concept n17:Vysledek
dcterms:description
Puwainaphycins F and G, moderate cytotoxins, which cause necrotic cell death to mammalian cells, were isolated from the soil cyanobacterium Cylindrospermum alatosporum C24/89. Both compounds have been shown to be cyclic decapeptides containing unusual beta-amino fatty acid (2-hydroxy-3-amino-4methyl tetradecanoic acid). Described variants differ in the substitution of threonine by glutamine in the fourth position. Their structures differ from the known puwainaphycins in five amino acids positions as well as in the beta-amino fatty acid unit. The rapid interaction of these compounds with the plasma membrane of the mammal cell leads to an elevation of the concentration of intracellular Ca2+, with kinetics comparable to the well-established calcium ionophore ionomycin. Subsequently, the induction of tyrosine phosphorylation was observed to be followed by the unique transformation of the actin cytoskeleton into ring structures around the nuclei. All of these alterations in the cellular morphology and physiology result in necrotic cell death after ca. 10 h. The IC50 values were determined to be 2.2 mu M for both puwainaphycins. The present data demonstrate the interaction of cyanobacterial secondary metabolites with eukaryotic plasma membrane and point out the possible toxic effects of cyanobacterial lipopeptides for humans. Puwainaphycins F and G, moderate cytotoxins, which cause necrotic cell death to mammalian cells, were isolated from the soil cyanobacterium Cylindrospermum alatosporum C24/89. Both compounds have been shown to be cyclic decapeptides containing unusual beta-amino fatty acid (2-hydroxy-3-amino-4methyl tetradecanoic acid). Described variants differ in the substitution of threonine by glutamine in the fourth position. Their structures differ from the known puwainaphycins in five amino acids positions as well as in the beta-amino fatty acid unit. The rapid interaction of these compounds with the plasma membrane of the mammal cell leads to an elevation of the concentration of intracellular Ca2+, with kinetics comparable to the well-established calcium ionophore ionomycin. Subsequently, the induction of tyrosine phosphorylation was observed to be followed by the unique transformation of the actin cytoskeleton into ring structures around the nuclei. All of these alterations in the cellular morphology and physiology result in necrotic cell death after ca. 10 h. The IC50 values were determined to be 2.2 mu M for both puwainaphycins. The present data demonstrate the interaction of cyanobacterial secondary metabolites with eukaryotic plasma membrane and point out the possible toxic effects of cyanobacterial lipopeptides for humans.
dcterms:title
The Cyanobacterial Cyclic Lipopeptides Puwainaphycins F/G Are Inducing Necrosis via Cell Membrane Permeabilization and Subsequent Unusual Actin Relocalization The Cyanobacterial Cyclic Lipopeptides Puwainaphycins F/G Are Inducing Necrosis via Cell Membrane Permeabilization and Subsequent Unusual Actin Relocalization
skos:prefLabel
The Cyanobacterial Cyclic Lipopeptides Puwainaphycins F/G Are Inducing Necrosis via Cell Membrane Permeabilization and Subsequent Unusual Actin Relocalization The Cyanobacterial Cyclic Lipopeptides Puwainaphycins F/G Are Inducing Necrosis via Cell Membrane Permeabilization and Subsequent Unusual Actin Relocalization
skos:notation
RIV/60076658:12310/12:43883519!RIV13-MSM-12310___
n17:predkladatel
n21:orjk%3A12310
n3:aktivita
n5:P n5:V n5:Z n5:I
n3:aktivity
I, P(1M0506), P(ED2.1.00/03.0110), V, Z(AV0Z50200510), Z(AV0Z60660521), Z(MSM0021620858)
n3:cisloPeriodika
6
n3:dodaniDat
n20:2013
n3:domaciTvurceVysledku
n14:5093279 n14:8725829
n3:druhVysledku
n9:J
n3:duvernostUdaju
n12:S
n3:entitaPredkladatele
n10:predkladatel
n3:idSjednocenehoVysledku
129332
n3:idVysledku
RIV/60076658:12310/12:43883519
n3:jazykVysledku
n19:eng
n3:klicovaSlova
SEPARATION; MICROCYSTIS; REARRANGEMENT; DERIVATIZATION; PEPTIDES; LYNGBYA SP; ATP DEPLETION; PAHAYOKOLIDE-A; PROTEIN PHOSPHATASE-1; HEPTAFLUOROBUTYL CHLOROFORMATE
n3:klicoveSlovo
n8:DERIVATIZATION n8:SEPARATION n8:PROTEIN%20PHOSPHATASE-1 n8:HEPTAFLUOROBUTYL%20CHLOROFORMATE n8:ATP%20DEPLETION n8:PAHAYOKOLIDE-A n8:PEPTIDES n8:REARRANGEMENT n8:MICROCYSTIS n8:LYNGBYA%20SP
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[B9B993A1D475]
n3:nazevZdroje
CHEMICAL RESEARCH IN TOXICOLOGY
n3:obor
n4:EE
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
8
n3:projekt
n13:ED2.1.00%2F03.0110 n13:1M0506
n3:rokUplatneniVysledku
n20:2012
n3:svazekPeriodika
25
n3:tvurceVysledku
Novák, Petr Černý, Jan Fiser, Radovan Šimek, Petr Kuzma, Marek Lukesova, Alena Kopecký, Jiří Hrouzek, Pavel
n3:wos
000305300100006
n3:zamer
n16:MSM0021620858 n16:AV0Z50200510 n16:AV0Z60660521
s:issn
0893-228X
s:numberOfPages
9
n18:doi
10.1021/tx300044t
n15:organizacniJednotka
12310