IR spectroscopic study of the structure and phase behavior of long-chain diacylphosphatidylcholines in the gel state

Snyder, Robert; Liang, Guangxin; Strauss, Herbert L.; Mendelsohn, Richard

doi:10.1016/s0006-3495(96)79512-7

Cited by 86 publications

(79 citation statements)

References 7 publications

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“…This is confirmed by The rest of the members of the series are amorphous at room temperature (Davison and Corish, 1955;Snyder et al, 1996) and DSC thermograms display clear vitreous transitions with Tg values generally increasing with the hydroxylation degree of the monomer ( Table 2).…”

Section: Dbsa Poly Trihpamentioning

confidence: 58%

Polyhydroxyester Films Obtained by Non-Catalyzed Melt-Polycondensation of Natural Occurring Fatty Polyhydroxyacids

et al. 2015

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Free-standing polyesters films from mono and polyhydroxylated fatty acids (C16 and C18) have been obtained by non-catalyzed melt-condensation polymerization in air at 150°C. Chemical characterization by Fourier transform infrared spectroscopy and 13 C Magic Angle Spinning Nuclear Magnetic Resonance ( 13 C MAS-NMR) has confirmed the formation of the corresponding esters and the occurrence of hydroxyl partial oxidation, which extent depends on the type of hydroxylation of the monomer (primary or secondary). Generally, polyester films obtained are hydrophobic, insoluble in common solvents, amorphous and infusible as revealed by X-ray diffraction and differential scanning calorimetry. In ω-polyhydroxy acids, esterification reaction with primary hydroxyls is preferential and, therefore, the structure can be defined as linear with variable branching depending on the amount of esterified secondary hydroxyls. The occurrence side oxidative reactions like the diol cleavage are responsible for chain cross-linking. Films are thermally stable up to 200-250°C though this limit can be extended up to 300°C in the absence of ester bonds involving secondary hydroxyls. By analogy with natural occurring fatty polyesters (i.e., cutin in higher plants), these polymers are proposed as biodegradable and nontoxic barrier films or coatings to be used, for instance, in food packing.

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Section: Dbsa Poly Trihpamentioning

confidence: 58%

Polyhydroxyester Films Obtained by Non-Catalyzed Melt-Polycondensation of Natural Occurring Fatty Polyhydroxyacids

et al. 2015

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“…), short-and long-chain lipids form phases of different packing at room temperature (i.e. hexagonal and orthorhombic, respectively) [75]. In vivo and in vitro studies of diseased and healthy SC have also demonstrated a direct correlation between the lipid chain length and the packing density and repeat distance in the resulting lipid phases; the relative content of the different ceramides classes also influences the molecular organization of the lipid lamellae [76][77][78][79][80].…”

Section: Formation Of the Lipid Lamellaementioning

confidence: 99%

The physical chemistry of the stratum corneum lipids

Boncheva

2014

Intern J of Cosmetic Sci

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SynopsisThe extracellular matrix of stratum corneum (SC) participates actively in the defensive performance of human skin. Understanding its physicochemical properties is essential for understanding the skin homoeostasis, for the development of efficient therapies for skin disorders and diseases and for ensuring the safety of products designed for topical application. This article summarizes the current knowledge of the composition, self-assembly and molecular organization of the SC lipids, reviews the evidence connecting these parameters and the barrier properties of human skin, and outlines the immediate issues in the field of SC lipid research. R ESUM E: La matrice extracellulaire du stratum corneum (SC) participe activement a la performance d efensive de la peau humaine. Comprendre ses propri et es physico-chimiques est essentielle pour comprendre l'hom eostasie de la peau, pour le d eveloppement de th erapies efficaces pour les troubles et les maladies de la peau, et pour assurer la s ecurit e des produits conc ßus pour une application topique. Cet article r esume les connaissances actuelles sur la composition, l'auto-assemblage, et l'organisation mol eculaire des lipides SC, examine les preuves reliant ces param etres et les propri et es de barri ere de la peau humaine, et d ecrit les probl emes imm ediats dans le domaine de la recherche sur les lipides SC. IntroductionThe field of skin research is replete with opportunities for those intent on working on scientifically interesting topics while making a noticeable, positive difference in people's lives [1]. The range of important problems that the field can help solving is broad. It comprises (i) reducing infant mortality, especially in the developing countries where defective skin barrier is the second major cause of preterm mortality [2][3][4][5][6]; (ii) improving the skin health of some 20-30% of the population in the developed countries which suffer from some sort of skin barrier dysfunction [7,8]; (iii) developing efficient strategies for the dermal and transdermal delivery of drugs and vaccines [9]; (iv) increasing the national and personal security by developing methods to retard or prevent the skin penetration of chemical warfare agents, toxic spills and pesticides [10, 11]; (v) enhancing the safety of topical products (e.g. fragrances, cosmetics, cleansing agents, sunscreens and insect repellents) [12]. Thus, the targets in skin research cover the full spectrum from counter-acting leaky skin and preventing its penetration by chemicals to pushing chemicals through it. One common major problem underlies these diverse topics: our insufficient understanding of the factors that determine skin permeability.Understanding the permeability of human skin to a large extent means understanding the extracellular lipid matrix of the stratum corneum (SC), the topmost skin layer which constitutes the main barrier to transdermal fluxes [13][14][15][16][17][18][19]. As the lipid matrix forms an uninterrupted pathway from the skin surface to the viable skin tissu...

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“…were worked out over a period of 50 years through the seminal studies of alkanes and polyethylene from (amongst others) the laboratories of Snyder (Berkeley) [9][10][11][12][13], Zerbi (Milan) [14][15][16], and Shimanouchi (Tokyo) [17,18]. The original correlations have been extended to assemblies of lipids, lipid-protein complexes, and more recently tissues, including skin.…”

Section: Ir Spectra-structure Relationships For Chain Order and Packimentioning

confidence: 99%

“…13 Flowchart of the complex, overlapping temporal sequence of events that take place following an acute cutaneous wounding of human skin (adapted from Ref 41)…”

mentioning

confidence: 99%

Skin Pharmacology and Cosmetic Science Applications of IR Spectroscopy, Microscopy, and Imaging

Mendelsohn

Flach

Moore³

et al. 2010

Raman, Infrared, and Near‐Infrared Chemical Imaging

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The rapid growth in biomedical applications of vibrational microscopy and imaging is in large part due to the vast amount of information inherent in the complete IR or Raman spectrum acquired from each pixel during the measurement. For characterization of tissues and cells, this spectral information directly monitors elements of molecular and supramolecular structure in the sample constituents. This situation is in sharp contrast to imaging techniques based on electronic spectroscopy, that is, absorption or fluorescence, where the relationship between the spectral properties of the chromophore and the molecular structure of the tissue in which it is located is generally not available. As an example (described later in this chapter) of the relationship between the spectra and the molecular structure information, IR images acquired during the healing of wounded skin permit us to distinguish the spatial distribution of collagen from keratin, and even more important, permit us to distinguish between the various forms of keratin in cells that are activated during reepithelialization of the wounded area [1].For the past several years, our laboratories have utilized IR spectroscopy, microscopy, and imaging to monitor the biophysics and pharmacology of the skin barrier and the spatial distribution of the major constituents in hair [2][3][4][5][6][7]. This chapter presents an overview of how to effectively use these technologies to generate useful molecular and supramolecular structure information from tissues and cells. Our general approach is reductionist and predicated upon the reasonable assumption that molecular structure information extracted from IR spectra collected from purified tissue components provides an appropriate basis for interpretation of tissue spectra. To illustrate this approach for skin, we demonstrate the sensitivity of the IR spectra of purified ceramides (a major skin lipid class) to lipid chain conformation and packing. We next utilize this information to interpret a structural transition in intact full thickness stratum corneum (SC). This structural information is used to track the kinetics of the restoration of the skin barrier following its disruption by thermal perturbation. Finally, we move to the imaging mode and demonstrate the feasibility of imaging conformational order in exogenous lipid vesicles following their application to skin.Subsequent to studies of the permeability barrier in skin, we demonstrate the use of IR microscopy to track biochemical alterations in single cells through evaluation of natural moisturizing factor (NMF), an important hydration control mechanism in corneocyte biology. Finally, two applications of IR imaging are presented. The first is a cosmetic science experiment detailing the spatial distribution of the lipid and protein constituents in hair. The second is an application to the healing of skin wounds, in which we track temporal and spatial changes in the distribution of skin proteins that Raman, Infrared, and Near-Infrared Chemical Imaging Edited by Slobodan...

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IR spectroscopic study of the structure and phase behavior of long-chain diacylphosphatidylcholines in the gel state

Cited by 86 publications

References 7 publications

Polyhydroxyester Films Obtained by Non-Catalyzed Melt-Polycondensation of Natural Occurring Fatty Polyhydroxyacids

Polyhydroxyester Films Obtained by Non-Catalyzed Melt-Polycondensation of Natural Occurring Fatty Polyhydroxyacids

The physical chemistry of the stratum corneum lipids

Skin Pharmacology and Cosmetic Science Applications of IR Spectroscopy, Microscopy, and Imaging

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