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Pregled bibliografske jedinice broj: 997726

Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers


Škulj, Sanja; Vazdar, Mario
Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers // PCCP. Physical chemistry chemical physics, 21 (2019), 19; 10052-10060 doi:10.1039/C9CP01204D (međunarodna recenzija, članak, znanstveni)


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Naslov
Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers

Autori
Škulj, Sanja ; Vazdar, Mario

Izvornik
PCCP. Physical chemistry chemical physics (1463-9076) 21 (2019), 19; 10052-10060

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
fatty acids ; lipid bilayer ; molecular dynamics ; pKa calculation

Sažetak
We performed all-atom molecular dynamics simulations and calculated free energy profiles and apparent pKa values for neutral and anionic forms of single myristic (C14:0), palmitic (C16:0) and stearic (C18:0) fatty acid embedded in the DOPC bilayer and explicit water solvent. We showed that neutral forms of fatty acids are stabilized inside the bilayer by hydrogen bonding of fatty acid carboxylic group with DOPC phosphate and carbonyl group. In contrast to the neutral form, anionic forms of fatty acids are shifted towards water-membrane interface and are instead stabilized by hydrogen bonding to interfacial water. By using umbrella sampling simulations, we calculated free energies of stabilization and revealed that free energy of stabilization inside the bilayer increases with the chain length for both neutral and deprotonated forms. On the other hand, free energies of flip-flop of both neutral and anionic forms are constant upon the prolongation of the fatty acid. Based on the free energy curves, we also calculated apparent fatty acid pKa, app values in the bilayer which are 7.0, 7.2 and 6.3 for myristic, palmitic and stearic acid and are increased by several pKa units compared to the corresponding pKa values in water. By further analysis of the calculated curves we found that spontaneous protonation of fatty acid anions takes place in the bilayer interior at ca. 1.4 nm from the bilayer center for all studied fatty acids.

Izvorni jezik
Engleski

Znanstvena područja
Fizika, Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-UIP-2014-09-6090 - Molekularni aspekti oksidativnih procesa u stanicama (MolOxStress) (Vazdar, Mario, HRZZ - 2014-09 )

Ustanove
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Sanja Škulj (autor)

Avatar Url Mario Vazdar (autor)

Citiraj ovu publikaciju

Škulj, Sanja; Vazdar, Mario
Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers // PCCP. Physical chemistry chemical physics, 21 (2019), 19; 10052-10060 doi:10.1039/C9CP01204D (međunarodna recenzija, članak, znanstveni)
Škulj, S. & Vazdar, M. (2019) Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers. PCCP. Physical chemistry chemical physics, 21 (19), 10052-10060 doi:10.1039/C9CP01204D.
@article{article, year = {2019}, pages = {10052-10060}, DOI = {10.1039/C9CP01204D}, keywords = {fatty acids, lipid bilayer, molecular dynamics, pKa calculation}, journal = {PCCP. Physical chemistry chemical physics}, doi = {10.1039/C9CP01204D}, volume = {21}, number = {19}, issn = {1463-9076}, title = {Calculation of Apparent pKa Values of Saturated Fatty Acids with Different Lengths in DOPC Phospholipid Bilayers}, keyword = {fatty acids, lipid bilayer, molecular dynamics, pKa calculation} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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