Literature DB >> 8592658

Apparent pKa of the fatty acids within ordered mixtures of model human stratum corneum lipids.

R Lieckfeldt1, J Villalaín, J C Gómez-Fernández, G Lee.   

Abstract

PURPOSE: The apparent pKa of the fatty acids within hydrated (30% w/w) model human stratum corneum (SC) lipid mixtures should be measured.
METHODS: The degree of ionisation of the fatty acids was calculated as a function of pH using Fourier transform infra-red spectroscopy. The relative intensity of the stretching bands of the unionized and ionized carboxylic groups was determined and fitted to the relevant expression for ionic equilibrium of a monoprotic acid. The pKa was then calculated for increasing proportion of unsaturated fatty acid in the lipid mixture.
RESULTS: Values for pKa in the range 6.2-7.3 were found, increasing with greater proportion of oleic acid. These are some 1.5-3 pH units higher than the pKas of fatty acids in molecular solution.
CONCLUSIONS: As there exists a pH-gradient across the SC, the degree of ionisation will also vary. In the innermost SC layers, a pH of 7 will produce 90% ionization of the fatty acids and head-group repulsion will be great. At the SC surface, the pH of 5 will cause almost minimal head-group repulsion, tending to increase crystallinity and promote a bilayer structure.

Entities:  

Mesh:

Substances:

Year:  1995        PMID: 8592658     DOI: 10.1023/a:1016280714593

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  8 in total

1.  Transfer of oleic acid between albumin and phospholipid vesicles.

Authors:  J A Hamilton; D P Cistola
Journal:  Proc Natl Acad Sci U S A       Date:  1986-01       Impact factor: 11.205

Review 2.  Polymorphic phase behaviour of phospholipid membranes studied by infrared spectroscopy.

Authors:  H L Casal; H H Mantsch
Journal:  Biochim Biophys Acta       Date:  1984-12-04

Review 3.  Fatty acid binding to plasma albumin.

Authors:  A A Spector
Journal:  J Lipid Res       Date:  1975-05       Impact factor: 5.922

4.  Ionization and phase behavior of fatty acids in water: application of the Gibbs phase rule.

Authors:  D P Cistola; J A Hamilton; D Jackson; D M Small
Journal:  Biochemistry       Date:  1988-03-22       Impact factor: 3.162

5.  Diffusivity and structural polymorphism in some model stratum corneum lipid systems.

Authors:  R Lieckfeldt; J Villalain; J C Gomez-Fernandez; G Lee
Journal:  Biochim Biophys Acta       Date:  1993-08-15

6.  Deuterium NMR investigation of polymorphism in stratum corneum lipids.

Authors:  W Abraham; D T Downing
Journal:  Biochim Biophys Acta       Date:  1991-09-30

7.  In vivo studies concerning a pH gradient in human stratum corneum and upper epidermis.

Authors:  H Ohman; A Vahlquist
Journal:  Acta Derm Venereol       Date:  1994-09       Impact factor: 4.437

8.  Human stratum corneum lipids: characterization and regional variations.

Authors:  M A Lampe; A L Burlingame; J Whitney; M L Williams; B E Brown; E Roitman; P M Elias
Journal:  J Lipid Res       Date:  1983-02       Impact factor: 5.922

  8 in total
  11 in total

1.  Cholesterol sulfate and Ca(2+) modulate the mixing properties of lipids in stratum corneum model mixtures.

Authors:  Marjolaine Arseneault; Michel Lafleur
Journal:  Biophys J       Date:  2006-10-06       Impact factor: 4.033

2.  Free fatty acids cause pH-dependent changes in drug-lipid membrane interactions around physiological pH.

Authors:  S D Krämer; C Jakits-Deiser; H Wunderli-Allenspach
Journal:  Pharm Res       Date:  1997-06       Impact factor: 4.200

Review 3.  Short- and medium-chain fatty acids in energy metabolism: the cellular perspective.

Authors:  Peter Schönfeld; Lech Wojtczak
Journal:  J Lipid Res       Date:  2016-04-14       Impact factor: 5.922

4.  The pH-dependence in the partitioning behaviour of (RS)-[3H]propranolol between MDCK cell lipid vesicles and buffer.

Authors:  S D Krämer; H Wunderli-Allenspach
Journal:  Pharm Res       Date:  1996-12       Impact factor: 4.200

5.  Two-photon fluorescence lifetime imaging of the skin stratum corneum pH gradient.

Authors:  Kerry M Hanson; Martin J Behne; Nicholas P Barry; Theodora M Mauro; Enrico Gratton; Robert M Clegg
Journal:  Biophys J       Date:  2002-09       Impact factor: 4.033

6.  Simulation studies of stratum corneum lipid mixtures.

Authors:  Chinmay Das; Massimo G Noro; Peter D Olmsted
Journal:  Biophys J       Date:  2009-10-07       Impact factor: 4.033

7.  Direct visualization of lipid domains in human skin stratum corneum's lipid membranes: effect of pH and temperature.

Authors:  I Plasencia; L Norlén; L A Bagatolli
Journal:  Biophys J       Date:  2007-07-13       Impact factor: 4.033

8.  Non-invasive skin sampling of tryptophan/kynurenine ratio in vitro towards a skin cancer biomarker.

Authors:  Skaidre Jankovskaja; Johan Engblom; Melinda Rezeli; György Marko-Varga; Tautgirdas Ruzgas; Sebastian Björklund
Journal:  Sci Rep       Date:  2021-01-12       Impact factor: 4.379

9.  Optimization of experimental conditions for skin-PAMPA measurements.

Authors:  Sara Soriano-Meseguer; Elisabet Fuguet; Adriana Port; Martí Rosés
Journal:  ADMET DMPK       Date:  2020-03-04

10.  Cohabitation--relationships of corynebacteria and staphylococci on human skin.

Authors:  Anna Kwaszewska; Maria Sobiś-Glinkowska; Eligia M Szewczyk
Journal:  Folia Microbiol (Praha)       Date:  2014-06-01       Impact factor: 2.099

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.