Puncturing lipid membranes: onset of pore formation and the
role of hydrogen bonding in the presence of flavonoids

J 2023

Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids

SADZAK, Anja, Zlatko BRKLJACA, Mihael ERAKOVIC, Manfred KRIECHBAUM, Nadica MALTAR-STRMECKI et. al.

Basic information

Original name

Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids

Authors

SADZAK, Anja, Zlatko BRKLJACA, Mihael ERAKOVIC, Manfred KRIECHBAUM, Nadica MALTAR-STRMECKI, Jan PŘIBYL (203 Czech Republic, belonging to the institution) and Suzana SEGOTA (guarantor)

Edition

JOURNAL OF LIPID RESEARCH, UNITED STATES, ELSEVIER, 2023, 0022-2275

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10608 Biochemistry and molecular biology

Country of publisher

Netherlands

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 6.500 in 2022

RIV identification code

RIV/00216224:14740/23:00133566

Organization unit

Central European Institute of Technology

DOI

http://dx.doi.org/10.1016/j.jlr.2023.100430

UT WoS

001083841600001

Keywords in English

Supplementary key words antioxidant; dicarboxylic acid; flavone; flavonol; lipid/peroxidation; oxidized lipid; phospholipid/phosphatidylcholine; physical biochemistry

Abstract

V originále

Products of lipid peroxidation induce detrimental structural changes in cell membranes, such as the formation of water pores, which occur in the presence of lipids with partially oxidized chains. However, the influence of another class of products, dicarboxylic acids, is still unclear. These products have greater mobility in the lipid bilayer, which enables their aggregation and the formation of favorable sites for the appearance of pores. Therefore, dodecanedioic acid (DDA) was selected as a model product. Additionally, the influence of several structurally different flavonoids on DDA aggregation via formation of hydrogen bonds with carboxyl groups was investigated. The molecular dynamics of DDA in DOPC lipid bilayer revealed the formation of aggregates extending over the hydrophobic region of the bilayer and increasing its polarity. Consequently, water penetration and the appearance of water wires was observed, representing a new step in the mechanism of pore formation. Furthermore, DDA molecules were found to interact with lipid polar groups, causing them to be buried in the bilayer. The addition of flavonoids to the system disrupted aggregate formation, resulting in the displacement of DDA molecules from the center of the bilayer. The placement of DDA and flavonoids in the lipid bilayer was confirmed by small-angle X-ray scattering. Atomic force microscopy and electron paramagnetic resonance were used to characterize the structural properties. The presence of DDA increased bilayer roughness and decreased the ordering of lipid chains, surface, while flavonoids were found to reduce or reverse these changes.

Links

LM2018127, research and development project

Name: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)

Investor: Ministry of Education, Youth and Sports of the CR

90127, large research infrastructures

Name: CIISB II

964997, interní kód MU

Name: Alliance for Life Sciences: From Strategies to Actions in Central and Eastern Europe (Acronym: A4L_ACTIONS)

Investor: European Union, Health, demographic change and wellbeing (Societal Challenges)

Citovat

SADZAK, Anja, Zlatko BRKLJACA, Mihael ERAKOVIC, Manfred KRIECHBAUM, Nadica MALTAR-STRMECKI, Jan PŘIBYL and Suzana SEGOTA. Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids. JOURNAL OF LIPID RESEARCH. UNITED STATES: ELSEVIER, 2023, vol. 64, No 10, p. 1-14. ISSN 0022-2275. Available from: https://dx.doi.org/10.1016/j.jlr.2023.100430.

@article{2375359,
   author = {Sadzak, Anja and Brkljaca, Zlatko and Erakovic, Mihael and Kriechbaum, Manfred and MaltarandStrmecki, Nadica and Přibyl, Jan and Segota, Suzana},
   article_location = {UNITED STATES},
   article_number = {10},
   doi = {http://dx.doi.org/10.1016/j.jlr.2023.100430},
   keywords = {Supplementary key words antioxidant; dicarboxylic acid; flavone; flavonol; lipid/peroxidation; oxidized lipid; phospholipid/phosphatidylcholine; physical biochemistry},
   language = {eng},
   issn = {0022-2275},
   journal = {JOURNAL OF LIPID RESEARCH},
   title = {Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids},
   url = {https://www.sciencedirect.com/science/article/pii/S0022227523001037?via%3Dihub},
   volume = {64},
   year = {2023}
}

TY  - JOUR
ID  - 2375359
AU  - Sadzak, Anja - Brkljaca, Zlatko - Erakovic, Mihael - Kriechbaum, Manfred - Maltar-Strmecki, Nadica - Přibyl, Jan - Segota, Suzana
PY  - 2023
TI  - Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids
JF  - JOURNAL OF LIPID RESEARCH
VL  - 64
IS  - 10
SP  - 1-14
EP  - 1-14
PB  - ELSEVIER
SN  - 00222275
KW  - Supplementary key words antioxidant
KW  - dicarboxylic acid
KW  - flavone
KW  - flavonol
KW  - lipid/peroxidation
KW  - oxidized lipid
KW  - phospholipid/phosphatidylcholine
KW  - physical biochemistry
UR  - https://www.sciencedirect.com/science/article/pii/S0022227523001037?via%3Dihub
N2  - Products of lipid peroxidation induce detrimental structural changes in cell membranes, such as the formation of water pores, which occur in the presence of lipids with partially oxidized chains. However, the influence of another class of products, dicarboxylic acids, is still unclear. These products have greater mobility in the lipid bilayer, which enables their aggregation and the formation of favorable sites for the appearance of pores. Therefore, dodecanedioic acid (DDA) was selected as a model product. Additionally, the influence of several structurally different flavonoids on DDA aggregation via formation of hydrogen bonds with carboxyl groups was investigated. The molecular dynamics of DDA in DOPC lipid bilayer revealed the formation of aggregates extending over the hydrophobic region of the bilayer and increasing its polarity. Consequently, water penetration and the appearance of water wires was observed, representing a new step in the mechanism of pore formation. Furthermore, DDA molecules were found to interact with lipid polar groups, causing them to be buried in the bilayer. The addition of flavonoids to the system disrupted aggregate formation, resulting in the displacement of DDA molecules from the center of the bilayer. The placement of DDA and flavonoids in the lipid bilayer was confirmed by small-angle X-ray scattering. Atomic force microscopy and electron paramagnetic resonance were used to characterize the structural properties. The presence of DDA increased bilayer roughness and decreased the ordering of lipid chains, surface, while flavonoids were found to reduce or reverse these changes.
ER  -

SADZAK, Anja, Zlatko BRKLJACA, Mihael ERAKOVIC, Manfred KRIECHBAUM, Nadica MALTAR-STRMECKI, Jan PŘIBYL and Suzana SEGOTA. Puncturing lipid membranes: onset of pore formation and the role of hydrogen bonding in the presence of flavonoids. \textit{JOURNAL OF LIPID RESEARCH}. UNITED STATES: ELSEVIER, 2023, vol.~64, No~10, p.~1-14. ISSN~0022-2275. Available from: https://dx.doi.org/10.1016/j.jlr.2023.100430.

Detailed Information on Publication Record