Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “WAXES”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 217 records · Page 12Linked to original sources
PubMed1975

Synthesis and analysis of phytyl and phytenoyl wax esters.

An efficient procedure for preparing phytenic acid methyl ester, free of isomers, from phytol is reported. Phytyl phytenate and other isoprenoid wax esters were synthesized. Gas liquid chromatography of these wax esters and other compounds related to phytol and phytenic acid is described. The alkyl constituents of isoprenoid wax esters can be analyzed after alkaline methanolysis and the acyl constituents after acidic methanolysis. The applicability of these methods to natural mixtures was demonstrated with wax esters from mosses which contained both types of isoprenoids and with wax esters from healthy and frost damaged grass which contained phytol, but not phytenic acid.

Chemical Phenomena↗
PubMed1979

Fatty alcohols in capelin, herring and mackerel oils and muscle lipids: II. A comparison of fatty acids from wax esters with those of triglycerides.

The fatty acids recovered from the triglycerides and wax esters of common northwest Atlantic copepods are compared with the fatty acids of wax esters recovered intact from certain fish skin and body lipid, and from commercial fish oils. The fish species, herring, capelin and mackerel, all feed on copepods, and many resemblances of the copepod lipid fatty acids to those of a previous analysis of similar copepods suggest that the basic dietary fat input for these fish may be quite constant. The two copepod fatty acid analyses differed quantitatively in triglyceride 20:1 and 22:1 and also in 20:5 omega 3 and 22:6 omega 3, confirming the primary role of the wax esters in copepods. Selectivity factors are discussed in comparing the copepod wax ester fatty acids with the fatty acids of the wax esters recovered intact from the fish lipids and oils. The basic role of copepods in supplying all types of fatty acids to fish depot fats is considered to be strongly supported by these findings.

Animals↗
PubMed1992

Occurrence of wax esters and 1-O-alkyl-2,3-diacylglycerols in goat epididymal sperm plasma membrane.

Two unusual lipid classes were detected by thin-layer chromatography in the neutral lipids derived from goat cauda-epididymal sperm plasma membrane. The lipids were identified as wax esters and 1-O-alkyl-2,3-diacylglycerols based on chromatographic properties, identity of their hydrolysis products, and infrared/1H nuclear magnetic resonance spectral evidence. The membrane contained ca. 3 and 5 micrograms/mg protein of wax esters and alkyldiacylglycerols, respectively. The relative proportions of wax esters and alkyldiacylglycerols in the total neutral lipids were 1.5% and 2.4%, respectively. The lipids contained fatty acids with chain lengths of C14 to C22. The major fatty acids of the wax esters were 14:0, 16:0, 16:1 omega 7, 18:0 and 18:1 omega 9. The fatty acids in alkyldiacylglycerol were 16:0, 18:0, 22:5 omega 3 and 22:6 omega 3. Alkyldiacylglycerol was particularly rich in docosahexaenoic acid (22:6 omega 3) representing 30% of the total fatty acids. The alcohols of wax ester were all saturated with C20-C29 carbon chains. The deacylated products derived from alkyldiacylglycerols were identified as hexadecyl, octadecyl and octadec-9'-enyl glycerol ethers.

Animals↗
PubMed2003

Wax perception in honeybees: contact is not necessary.

In social insects, much progress has been made in identifying variations in the cuticular signatures of sexes, castes, kin and reproductive status. In contrast to this, we still do not know how the receivers perceive these recognition cues. This study was designed to investigate whether honeybees use contact-chemosensory or olfactory sensilla to perceive wax components. To answer this question in a behavioral assay, we combined classical conditioning of the proboscis extension reaction and a recently established method using zinc sulfate to selectively block antennal contact-chemosensory sensilla. Comparison of the responses to sucrose, wax and geraniol before and after antennal zinc sulfate treatment revealed that the sucrose response is lost after treatment but the responses to wax and geraniol are maintained. As sucrose is perceived by the contact-chemosensory sensilla, the retention of the wax response indicates that contact-chemosensory sensilla are not necessary for wax perception.

Animals↗
PubMed2003

Slippery surfaces of carnivorous plants: composition of epicuticular wax crystals in Nepenthes alata Blanco pitchers.

Plants in the genus Nepenthes obtain a substantial nutrient supply by trapping insects in highly modified leaves. A broad zone of the inner surface of these pitchers is densely covered with wax crystals on which most insects lose their footing. This slippery wax surface, capturing prey and preventing its escape from the trap, plays a pivotal role in the carnivorous syndrome. To understand the mechanism of slipperiness, the present investigation aimed at an ultrastructural and physico-chemical characterization of the wax crystals in pitchers of N. alata Blanco. Scanning electron microscopy revealed that entire platelets protruded perpendicularly from the surface. Methods were developed that allowed the mechanical removal of wax crystals from the pitcher surface. It could be shown that the sampling was selective for the epicuticular wax, relevant for plant-insect interactions. The crystals consisted of a mixture of aliphatic compounds dominated by very-long-chain aldehydes. Triacontanal, at 43% the most abundant constituent, was largely responsible for crystal formation. Solubility data indicate that the Nepenthes crystals contained polymeric forms of this aldehyde. The resulting mechanical properties of the polymer crystals and the mechanism of slipperiness are discussed.

Animals↗
PubMed2004

Wax and suberin development of native and wound periderm of potato (Solanum tuberosum L.) and its relation to peridermal transpiration.

Native and wound periderm was isolated enzymatically from potato (Solanum tuberosum L. cv. Desirée) tubers at different time intervals between 0 days up to 4 weeks after harvesting. Wound periderm formation was induced by carefully removing native periderm from freshly harvested tubers before storage. The chemical composition of lipids (waxes) obtained by chloroform extraction, as well as the monomeric composition of native and wound suberin polymer after transesterification by boron trifluoride/methanol, was analyzed using gas chromatography and mass spectrometry. Both types of periderm contained up to 20% extractable lipids. Besides linear long-chain aliphatic wax compounds, alkyl ferulates were detected as significant constituents. In wound periderm they amounted to more than 60% of the total extracts. Within 1 month of storage, suberin amounts in the polymer increased 2-fold in native periderm (180 microg cm(-2)), whereas in wound periderm about 75.0 microg cm(-2) suberin polymer was newly synthesized. Native potato tuber periderm developed a very efficient transport barrier for water with permeances decreasing from 6.4 x 10(-10) m s(-1) to 5.5 x 10(-11) m s(-1) within 1 month of storage. However, the water permeability of wound periderm was on average 100 times higher with permeances decreasing from 4.7 x 10(-8) m s(-1) after 3 days to only 5.4 x 10(-9) m s(-1) after 1 month of storage, although suberin and wax amounts in wound periderm amounted to about 60% of native periderm. From this result it must be concluded that the occurrence of suberin with wax depositions in cell walls does not necessarily allow us to conclude that these cell walls must be nearly perfect barriers to water transport. In addition to the occurrence of the lipophilic biopolymer suberin and associated waxes, the still unknown molecular arrangement and precisely localized deposition of suberin within the cell wall must contribute to the efficiency of suberin as a barrier to water transport.

Kinetics↗
PubMed2006

Cuticular permeance in relation to wax and cutin development along the growing barley (Hordeum vulgare) leaf.

The developing leaf three of barley provides an excellent model system for the direct determination of relationships between amounts of waxes and cutin and cuticular permeance. Permeance of the cuticle was assessed via the time-course of uptake of either toluidine blue or (14)C-labelled benzoic acid ([(14)C] BA) along the length of the developing leaf. Toluidine blue uptake only occurred within the region 0-25 mm from the point of leaf insertion (POLI). Resistance--the inverse of permeance--to uptake of [(14)C] BA was determined for four leaf regions and was lowest in the region 10-20 mm above POLI. At 20-30 and 50-60 mm above POLI, it increased by factors of 6 and a further 32, respectively. Above the point of emergence of leaf three from the sheath of leaf two, which was 76-80 mm above POLI, resistance was as high as at 50-60 mm above POLI. GC-FID/MS analyses of wax and cutin showed that: (1) the initial seven fold increase in cuticular resistance coincided with increase in cutin coverage and appearance of waxes; (2) the second, larger and final increase in cuticle resistance was accompanied by an increase in wax coverage, whereas cutin coverage remained unchanged; (3) cutin deposition in barley leaf epidermis occurred in parallel with cell elongation, whereas deposition of significant amounts of wax commenced as cells ceased to elongate.

Hordeum↗
PubMed1975

The occurrence of dihydrophytyl wax esters in bovine rumen liquor.

The purpose of this study was to examine the bovine rumen liquor wax esters and compare them with those of the dietary white clover leaf and stem tissues (Body, D.R. (1974) Phytochemistry 13, 1527-1530). The major fatty acid composition of the total bovine rumen liquor wax esters was made up of saturated fatty acids (62.1%) including palmitic (20.4%), stearic (16.2%) and other acids over the n-C19-n-C30 range (20.5%). However, 13.2% phytanic acid was also present. Of the two major fatty alcohol components, dihydrophytol (33.4%) and triacontanol (20.2%) were the principal contributors. Approximately 30% of the total intact rumen liquor wax esters was a series of dihydrophytyl wax esters. These represented 0.6% of the total rumen liquor lipid extract. Individually they were comprised of dihydrophytyl palmitate (0.05%), dihydrophytyl phytanate (0.10%) and dihydrophytyl n-C18 fatty acids (0.45%). The appearance of saturated isoprenoid moieties was the most striking difference between the composition of rumen liquor and dietary white clover wax esters.

Animals↗
PubMed1983

Wax esters in the liver and serum of steelhead trout Salmo gairdneri (Richardson).

1. Wax esters were identified in the serum and liver of steelhead trout. 2. Confirmation of the identity was made by thin-layer chromatography of the wax ester hydrolysis products: long chain alcohols and fatty acids. 3. Tissue concentrations of the wax are 0.34 mg/ml and 0.12 mg/g in the serum and liver respectively. 4. The presence of the wax esters in these two particular tissues suggests that the wax is synthesized in the liver, incorporated into lipoproteins, and functions as a lipid transport molecule.

Animals↗
PubMed2006

In vitro erythemal UV-A protection factors of inorganic sunscreens distributed in aqueous media using carnauba wax-decyl oleate nanoparticles.

This paper describes the in vitro photoprotection in the UV-A range, i.e. 320-400 nm obtained by the use of carnauba wax-decyl oleate nanoparticles either as encapsulation systems or as accompanying vehicles for inorganic sunscreens such as barium sulfate, strontium carbonate and titanium dioxide. Lipid-free inorganic sunscreen nanosuspensions, inorganic sunscreen-free wax-oil nanoparticle suspensions and wax-oil nanoparticle suspensions containing inorganic sunscreens dispersed either in their oil phase or their aqueous phase were prepared by high pressure homogenization. The in vitro erythemal UV-A protection factors (EUV-A PFs) of the nanosuspensions were calculated by means of a sun protection analyzer. EUV-A PFs being no higher than 4 were obtained by the encapsulation of barium sulfate and strontium carbonate, meanwhile by the distribution of titanium dioxide in presence of wax-oil nanoparticles, the EUV-A PFs varied between 2 and 19. The increase in the EUV-A PFs of the titanium dioxide obtained by the use of wax-oil nanoparticles demonstrated a better performance of the sun protection properties of this pigment in the UV-A region.

Barium Sulfate↗
PubMed2004

The usage, occurrence and dietary intakes of white mineral oils and waxes in Europe.

Dietary exposures to mineral hydrocarbons were estimated from information about patterns of usage, concentrations in foods and quantities of foods consumed. An industry survey showed that the largest usage of food-grade white mineral oils was in plastics manufacture although the majority are used in non-food applications. The largest volumes of wax usage were in packaging. Conservative estimates indicated that daily intakes of white mineral oils ranged from 0.39 to 0.91 mg/kg bw/day for adults and from 0.75 to 1.77 mg/kg bw/day for children (mean and 97.5th percentiles). Total wax intakes ranged from 0.08 to 0.19 mg/kg bw/day for adults and 0.23 to 0.64 mg/kg bw/day for pre-school children. When usage factors were applied, estimates of chronic intakes of white oils were reduced to 0.09-0.20 mg/kg bw/day for adults and to 0.17-0.39 mg/kg bw/day for children. Total wax intakes were reduced to 0.01-0.02 mg/kg bw/day for adults and to 0.02-0.06 mg/kg bw/day for children. For white mineral oils the principal source of exposure for most consumers was imported de-dusted grain. The principal source of potential wax exposure was from glazing agents on confectionery. There was no evidence of intakes exceeding SCF ADIs for microcrystalline waxes or certain white mineral oils and levels of exposure were similar to those of naturally-occurring mineral hydrocarbons in foods.

Adult↗
PubMed2006

Sun protection enhancement of titanium dioxide crystals by the use of carnauba wax nanoparticles: the synergistic interaction between organic and inorganic sunscreens at nanoscale.

Carnauba wax is partially composed of cinnamates. The rational combination of cinnamates and titanium dioxide has shown a synergistic effect to improve the sun protection factor (SPF) of cosmetic preparations. However, the mechanism of this interaction has not been fully understood. In this study, an ethanolic extract of the carnauba wax and an ethanolic solution of a typical cinnamate derivative, ethylcinnamate, were prepared and their UV absorption and SPF either alone or in the presence of titanium dioxide were compared. The titanium dioxide crystals and the cinnamates solutions were also distributed into a matrix composed of saturated fatty acids to emulate the structure of the crystallized carnauba wax. SPF, differential scanning calorimetry (DSC) and X-ray studies of these matrices were performed. Additionally, carnauba wax nanosuspensions containing titanium dioxide either in the lipid phase or in the aqueous phase were prepared to evaluate their SPFs and their physical structure. Strong UV absorption was observed in diluted suspensions of titanium dioxide after the addition of cinnamates. The saturated fatty acid matrices probably favored the adsorption of the cinnamates at the surface of titanium dioxide crystals, which was reflected by an increase in the SPF. No modification of the crystal structure of the fatty acid matrices was observed after the addition of cinnamates or titanium dioxide. The distribution of the titanium dioxide inside the lipid phase of the nanosuspensions was more effective to reach higher SPFs than that at the aqueous phase. The close contact between the carnauba wax and the titanium dioxide crystals after the high-pressure homogenization process was confirmed by transmission electron microscopy (TEM).

Calorimetry, Differential Scanning↗
PubMed1981

The embolization of bone wax from sternotomy incisions.

We discuss our study on the effects of discontinuation of the usage of bone wax as a hemostatic agent in sternotomy incisions. In 1976, we abandoned use of bone wax because it was suspected of causing several cases of Mycobacterium fortuitum sternal osteomyelitis. In a retrospective study involving 400 patients, we found that this step did not increase postoperative bleeding as measured by drainage from the chest tube and by the need to return patients to the operating room because of bleeding. It also was observed that there was an appreciable simultaneous drop in pulmonary complications. To test our theory that the wax pressed into the bone marrow can embolize to the lung, radioactively tagged bone wax was pressed into the cut sternum in animal models, and a search was made for radioactive deposits in the peripheral lung tissue. Shortly after the application of the wax, there was evidence of large radioactive deposits in the lungs. It is probable that this embolization occurs also under clinical conditions and may play a role in pulmonary complications following open-heart operations.

Animals↗
PubMed2001

UV-absorbing compounds and waxes of Scots pine needles during a third growing season of supplemental UV-B.

Methanol-extractable UV-absorbing compounds, wax tube distribution and the chloroform-soluble waxes of the needles of mature Scots pines were studied in a UV-B field experiment in Oulu (65 degrees N). Throughout the experiment, UV-B lamp banks were placed over the same selected branch and each year needle samples were taken from the same branch. In the third exposure year, needle samples were taken twice a month from 3-day-old needles (18 June) to fully developed needles (13 August). On 28 September, the previous year's needles (c + 1, c + 2) were also collected. There was a significant negative correlation between the amount of waxes and UV-absorbing compounds. A high amount of UV-absorbing compounds was observed early and late in the season when the amount of waxes was low and epicuticular waxes were undeveloped (youngest needles) or already eroded (c + 2 needles). The amount of UV-absorbing compounds (A310/cm2 and A320/cm2) was significantly (30-day-old needles) or slightly (all the other needle ages) higher in the ambient needles compared to the needles under supplemental UV-B. This possibly indicated the already inhibited pigment synthesis in the UV-B-treated needles during the third year of supplemental UV-B. This observation could mean that the protective mechanisms may not be effective under accumulated UV-B dose.

Absorption↗
PubMed2000

Comparison of wax and glyceride solid lipid nanoparticles (SLN).

The present study compares solid lipid nanoparticles (SLN) formulated with either wax or glyceride bulk material. While most published data deal with glyceride SLN, little knowledge is reported on wax carriers. The two types were compared with respect to drug encapsulation efficacy, particle size distribution after production and storage, and crystal packing. The inclusion of retinol as a model drug was investigated. Retinol is chemically unstable in water and rather stable in lipid phases. Thus, rapid degradation of retinol indicates rapid drug expulsion from the carrier. Good stability indicates an effective drug encapsulation in the lipid phase of the nanoparticles. Particle size distribution was measured by laser diffractometry. Subcell packing and assignment of polymorphic forms was investigated by WAXS measurements. Glyceride SLN showed good drug encapsulation, while physical stability was poor. In contrast, wax SLN possessed good physical stability but lacked sufficient drug encapsulation in the solidified state. These differences were attributed in part to different crystal packing. Less ordered crystal lattices favour successful drug inclusion, as in the case of glyceryl monosterate and glyceryl behenate SLN. The highly ordered crystal packing of wax SLN comprised of beeswax or cetyl palmitate, for instance, leads to drug expulsion, but also to superior physical stability.

Crystallization↗
PubMed2002

Critical processing factors affecting rheological behavior of a wax based formulation.

The use of a wax-based vehicle is one approach to stabilize a drug which is susceptible to hydrolysis and/or oxidation. The drug used in the study, as a microfine powder, is dispersed in the wax mixture and encapsulated in a soft gelatin capsule. To ensure reproducibility of drug content uniformity and encapsulability of the soft gelatin capsule dosage form, optimal viscosity and lot to lot uniformity of the viscosity of the suspension are required. The objective of the study was to identify the critical processing factors which could affect the rheological behavior of the wax based vehicle. Rheological behavior of the vehicle at temperatures ranging from 15 to 90 degrees C was evaluated using a CSL Rheometer equipped with parallel plates and a shear rate sweep mode, unless otherwise specified. Viscosity vs. temperature profiles of the vehicle were determined using the same conditions at different cooling rates ranging from 1.3 to 20 degrees C per min. Three distinct regions of phase transition of the wax mixture can be seen in the Arrhenius plot: (i) a sol region at temperatures above 50 degrees C, (ii) a transition of gel to sol at temperatures ranging from 30 to 45 degrees C, and (iii) a gel region at temperatures below 30 degrees C. The vehicle in a sol region behaved as a Newtonian fluid, indicating minimal interactions between the hydrocarbon chains of the vehicle. The vehicle in a gel region behaved thixotropic in nature, as indicated by a hysteresis loop. The shear rate had a more pronounced effect on the area of thixotropy than the shear time. The cooling rate had a pronounced effect on the resultant viscosity. At the same applied shear rate, the vehicle which was cooled at a faster rate, may cause a recrystallization of the wax mixture in different crystalline forms, resulting in a higher viscosity than the vehicle cooled at a slower rate. This effect was more pronounced when the shear was applied at a lower rate. The results of this study indicate that shear rate and cooling rate are the critical processing factors in controlling the viscosity of the final product and must be well controlled in the manufacturing procedure.

Calorimetry, Differential Scanning↗
PubMed1994

Development and evaluation of sustained-release ibuprofen-wax microspheres. II. In vitro dissolution studies.

A modified USP paddle method using minibaskets was used to study the effects of various formulations on in vitro dissolution of ibuprofen microspheres. Formulations containing waxes such as paraffin or ceresine wax without modifiers exhibited very slow dissolution profiles and incomplete release, which did not improve with increased drug loading or the preparation of smaller microspheres. The addition of modifiers such as stearyl alcohol and glyceryl monostearate greatly increased the dissolution rate, with 20% (w/w) near the optimum for predictable dissolution. Higher drug loading and decreased microsphere size increased the dissolution rate from microspheres containing modifier. Optimum formulations contained ceresine wax or microcrystalline wax and stearyl alcohol as a modifier, with a drug content of 17%. An increase in the encapsulation dispersant concentration had little effect on the dissolution profiles. The dissolution data from narrow size fractions of microspheres indicated spherical matrix drug release kinetics; the 50% dissolution time decreased with the square of the microsphere diameter. With appropriate modifiers, wax microsphere formulations of drugs with solubility characteristics similar to those of ibuprofen can offer a starting basis for predictable sustained release dosage forms.

Delayed-Action Preparations↗
PubMed1999

Celloidin-wax sandwich microtomy: a novel and rapid method for producing serial semithin sections.

A method is described that allows rapid and reliable serial sectioning down to thicknesses of 1 micron. The tissue is first embedded in celloidin and then in wax and trimmed so that the block is sandwiched between two layers of wax. This combines the virtues of both media. The celloidin gives greater support to tissue than wax and enables the cutting of semithin sections. The wax allows ribbons of serial sections to be produced as in conventional wax microtomy. This makes it easy to produce serial semithin sections as a matter of routine.

Animals↗