Alkyl triphenylphosphonium surfactants as nucleic acid carriers : complexation efficacy toward DNA decamers, interaction with lipid bilayers and cytotoxicity studies. / Zakharova, Lucia Ya; Kaupova, Guzalia I.; Gabdrakhmanov, Dinar R. et al.
In: Physical chemistry chemical physics : PCCP, Vol. 21, No. 30, 14.08.2019, p. 16706-16717.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Alkyl triphenylphosphonium surfactants as nucleic acid carriers
T2 - complexation efficacy toward DNA decamers, interaction with lipid bilayers and cytotoxicity studies
AU - Zakharova, Lucia Ya
AU - Kaupova, Guzalia I.
AU - Gabdrakhmanov, Dinar R.
AU - Gaynanova, Gulnara A.
AU - Ermakova, Elena A.
AU - Mukhitov, Alexander R.
AU - Galkina, Irina V.
AU - Cheresiz, Sergey V.
AU - Pokrovsky, Andrey G.
AU - Skvortsova, Polina V.
AU - Gogolev, Yuri V.
AU - Zuev, Yuriy F.
PY - 2019/8/14
Y1 - 2019/8/14
N2 - Herein, for the first time the complexation ability of a homological series of triphenylphosphonium surfactants (TPPB-n) toward DNA decamers has been explored. Formation of lipoplexes was confirmed by alternative techniques, including dynamic light scattering, indicating the occurrence of nanosized complexes (ca. 100-150 nm), and monitoring the charge neutralization of nucleotide phosphate groups and the fluorescence quenching of dye-intercalator ethidium bromide. The complexation efficacy of TPPB-surfactants toward an oligonucleotide (ONu) is compared with that of reference cationic surfactants. Strong effects of the alkyl chain length and the structure of the head group on the surfactant/ONu interaction are revealed, which probably occur via different mechanisms, with electrostatic and hydrophobic forces or intercalation imbedding involved. Phosphonium surfactants are shown to be capable of disordering lipid bilayers, which is supported by a decrease in the temperature of the main phase transition, Tm. This effect enhances with an increase in the alkyl chain length, indicating the integration of TPPB-n with lipid membranes. This markedly differs from the behavior of typical cationic surfactant cetyltrimethylammonium bromide, which induces an increase in the Tm value. It was demonstrated that the cytotoxicity of TPPB-n in terms of the MTT-test on a human cell line 293T nonmonotonically changes within the homological series, with the highest cytotoxicity exhibited by the dodecyl and tetradecyl homologs.
AB - Herein, for the first time the complexation ability of a homological series of triphenylphosphonium surfactants (TPPB-n) toward DNA decamers has been explored. Formation of lipoplexes was confirmed by alternative techniques, including dynamic light scattering, indicating the occurrence of nanosized complexes (ca. 100-150 nm), and monitoring the charge neutralization of nucleotide phosphate groups and the fluorescence quenching of dye-intercalator ethidium bromide. The complexation efficacy of TPPB-surfactants toward an oligonucleotide (ONu) is compared with that of reference cationic surfactants. Strong effects of the alkyl chain length and the structure of the head group on the surfactant/ONu interaction are revealed, which probably occur via different mechanisms, with electrostatic and hydrophobic forces or intercalation imbedding involved. Phosphonium surfactants are shown to be capable of disordering lipid bilayers, which is supported by a decrease in the temperature of the main phase transition, Tm. This effect enhances with an increase in the alkyl chain length, indicating the integration of TPPB-n with lipid membranes. This markedly differs from the behavior of typical cationic surfactant cetyltrimethylammonium bromide, which induces an increase in the Tm value. It was demonstrated that the cytotoxicity of TPPB-n in terms of the MTT-test on a human cell line 293T nonmonotonically changes within the homological series, with the highest cytotoxicity exhibited by the dodecyl and tetradecyl homologs.
UR - http://www.scopus.com/inward/record.url?scp=85070789644&partnerID=8YFLogxK
U2 - 10.1039/c9cp02384d
DO - 10.1039/c9cp02384d
M3 - Article
C2 - 31321392
AN - SCOPUS:85070789644
VL - 21
SP - 16706
EP - 16717
JO - Physical Chemistry Chemical Physics
JF - Physical Chemistry Chemical Physics
SN - 1463-9076
IS - 30
ER -
ID: 21256323