Displaying publications 1 - 20 of 105 in total

  1. Chaijan M, Panpipat W, Cheong LZ
    Molecules, 2022 Nov 14;27(22).
    PMID: 36431934 DOI: 10.3390/molecules27227833
    Concerns have been raised about the safety and tolerability of phytosterol esters due to their vulnerability to oxidation. Herein, oxidation of the unsaturated fatty acid-phytosterol ester, namely β-sitosteryl oleate, was observed in comparison to native β-sitosterol after accelerated storage at 65 °C for 35 days in a bulk oil model system. Depending on the sterol structure, various chemical indices of lipid oxidation, including hydroperoxide value (HPV), thiobarbituric acid reactive substances (TBARS), p-anisidine value (AnV), and 7-keto derivatives, changed at varying rates in both samples. Such indicators for β-sitosteryl oleate appeared to be obtained at higher concentrations than those for β-sitosterol. The first order kinetic was used to describe the losses of β-sitosteryl oleate and β-sitosterol in bulk oil. It was discovered that the β-sitosteryl oleate (k = 0.0202 day-1) underwent oxidative alteration more rapidly than β-sitosterol (k = 0.0099 day-1). Results indicated that physical structure was the principal factor in the determination of storage stability of phytosterol and its ester. Research on antioxidants and storage techniques can be expanded in order to reduce the oxidative loss of phytosterol esters during storage and improve the safety and tolerability of phytosterol esters.
    Matched MeSH terms: Oleic Acid*
  2. Lin SW, Huey SM
    J Oleo Sci, 2009;58(11):549-55.
    PMID: 19844069
    Acidolysis to incorporate oleic acid into refined, bleached and deodorized (RBD) palm olein (IV 56) using various lipases (enzymes) as catalysts to increase the oleic content of the oil was investigated. Immobilised lipases (lipase PLG, Lipozyme TL IM, Lipozyme RM IM and Novozym 435) and non-immobilised lipase (lipase PL) were used in this study to compare the effectiveness of the selected lipases in catalyzing the reaction to produce a high oleic oil. The results showed that the TAG of OLO/OOL content was increased at least 4 fold and OOO content was increased at least 3 fold when a 5% enzyme load was used. Lipase PL showed the greatest increase in tri-unsaturated triacylglycerols (TAGs) content. A pilot scale experiment conducted using TL IM enzyme, followed by recovery of the oil and fractionation allows the production of oils with varying oleic contents. A high oleic content of 56% was achievable.
    Matched MeSH terms: Oleic Acid/metabolism*; Oleic Acid/chemistry
  3. Ramli MR, Lin SW, Yoo CK, Idris NA, Sahri MM
    J Oleo Sci, 2008;57(11):605-12.
    PMID: 18838833
    Solid fat from fractionation of palm-based products was converted into cake shortening at different processing conditions. High oleic palm stearin with an oleic content of 48.2 % was obtained from fractionation of high oleic palm oil which was produced locally. Palm product was blended with different soft oils at pre-determined ratio and further fractionated to obtain the solid fractions. These fractions were then converted into cake shortenings named as high oleic, N1 and N2 blends. The physico-chemical properties of the experimental shortenings were compared with those of control shortenings in terms of fatty acid composition (FAC), iodine value (IV), slip melting point (SMP), solid fat content (SFC) and polymorphic forms. Unlike the imported commercial shortenings as reported by other studies and the control, experimental shortenings were trans-free. The SMP and SFC of experimental samples, except for the N2 sample, fell within the ranges of commercial and control shortenings. The IV was higher than those of domestic shortenings but lower when compared to imported and control shortenings. They were also observed to be beta tending even though a mixture of beta and beta' was observed in the samples after 3 months of storage. The shortenings were also used in the making of pound cake and sensory evaluation showed the good performance of high oleic sample as compared to the other shortenings.
    Matched MeSH terms: Oleic Acid/analysis; Oleic Acid/chemistry*
  4. Saik AY, Lim YY, Stanslas J, Choo WS
    Biotechnol Lett, 2017 Feb;39(2):297-304.
    PMID: 27812823 DOI: 10.1007/s10529-016-2246-5
    OBJECTIVES: To investigate the lipase-catalyzed acylation of quercetin with oleic acid using Candida antarctica lipase B.

    RESULTS: Three acylated analogues were produced: quercetin 4'-oleate (C33H42O8), quercetin 3',4'-dioleate (C51H74O9) and quercetin 7,3',4'-trioleate (C69H106O10). Their identities were confirmed with UPLC-ESI-MS and (1)H NMR analyses. The effects of temperature, duration and molar ratio of substrates on the bioconversion yields varied across conditions. The regioselectivity of the acylated quercetin analogues was affected by the molar ratio of substrates. TLC showed the acylated analogues had higher lipophilicity (152% increase) compared to quercetin. Partition coefficient (log P) of quercetin 4'-oleate was higher than those of quercetin and oleic acid. Quercetin 4'-oleate was also stable over 28 days of storage.

    CONCLUSIONS: Quercetin oleate esters with enhanced lipophilicity can be produced via lipase-catalyzed reaction using C. antarctica lipase B to be used in topical applications.

    Matched MeSH terms: Oleic Acid/metabolism*; Oleic Acid/chemistry
  5. Dollah S, Abdulkarim SM, Ahmad SH, Khoramnia A, Mohd Ghazali H
    J Sci Food Agric, 2016 Aug;96(10):3321-33.
    PMID: 26514240 DOI: 10.1002/jsfa.7510
    High oleic acid Moringa oleifera seed oil (MoO) has been rarely applied in food products due to the low melting point and lack of plasticity. Enzymatic interesterification (EIE) of MoO with palm stearin (PS) and palm kernel oil (PKO) could yield harder fat stocks that may impart desirable nutritional and physical properties.
    Matched MeSH terms: Oleic Acid
  6. Arumugam M, Goh CK, Zainal Z, Triwahyono S, Lee AF, Wilson K, et al.
    Nanomaterials (Basel), 2021 Mar 16;11(3).
    PMID: 33809677 DOI: 10.3390/nano11030747
    Solid acid catalyzed cracking of waste oil-derived fatty acids is an attractive route to hydrocarbon fuels. HZSM-5 is an effective acid catalyst for fatty acid cracking; however, its microporous nature is susceptible to rapid deactivation by coking. We report the synthesis and application of hierarchical HZSM-5 (h-HZSM-5) in which silanization of pre-crystallized zeolite seeds is employed to introduce mesoporosity during the aggregation of growing crystallites. The resulting h-HZSM-5 comprises a disordered array of fused 10-20 nm crystallites and mesopores with a mean diameter of 13 nm, which maintain the high surface area and acidity of a conventional HZSM-5. Mesopores increase the yield of diesel range hydrocarbons obtained from oleic acid deoxygenation from ~20% to 65%, attributed to improved acid site accessibility within the hierarchical network.
    Matched MeSH terms: Oleic Acid
  7. Khalil M, Aulia G, Budianto E, Mohamed Jan B, Habib SH, Amir Z, et al.
    ACS Omega, 2019 Dec 17;4(25):21477-21486.
    PMID: 31867543 DOI: 10.1021/acsomega.9b03174
    Superparamagnetic nanoparticles (SPNs) have been considered as one of the most studied nanomaterials for subsurface applications, including in enhanced oil recovery (EOR), due to their unique physicochemical properties. However, a comprehensive understanding of the effect of surface functionalization on the ability of the nanoparticles to improve secondary and tertiary oil recoveries remains unclear. Therefore, investigations on the application of bare and surface-functionalized SPNs in EOR using a sand pack were carried out in this study. Here, the as-prepared SPNs were functionalized using oleic acid (OA) and polyacrylamide (PAM) to obtain several types of nanostructure architectures such as OA-SPN, core-shell SPN@PAM, and SPN-PAM. Based on the result, it is found that both the viscosity and mobility of the nanofluids were significantly affected by not only the concentration of the nanoparticles but also the type and architecture of the surface modifier, which dictated particle hydrophilicity. According to the sand pack tests, the nanofluid containing SPN-PAM was able to recover as much as 19.28% of additional oil in a relatively low concentration (0.9% w/v). The high oil recovery enhancement was presumably due to the ability of suspended SPN-PAM to act as a mobility control and wettability alteration agent and facilitate the formation of a Pickering emulsion and disjoining pressure.
    Matched MeSH terms: Oleic Acid
  8. Radzi SM, Mohamad R, Basri M, Salleh AB, Ariff A, Rahman MB, et al.
    J Oleo Sci, 2010;59(3):127-34.
    PMID: 20124754
    The kinetics of wax ester synthesis from oleic acid and oleyl alcohol using immobilized lipase from Candida antartica as catalyst was studied with different types of impeller (Rushton turbine and AL-hydrofoil) to create different mixing conditions in 2l stirred tank reactor. The effects of catalyst concentration, reaction temperature, and impeller tip speed on the synthesis were also evaluated. Rushton turbine impeller exhibited highest conversion rate at lower impeller tip speed as compared to AL-hydrofoil impeller. A second-order reversible kinetic model from single progress curve for the prediction of fractional conversion at given reaction time was proposed and the corresponding kinetic parameter values were calculated by non-linear regression method. The results from the simulation using the proposed model showed satisfactory agreement with the experimental data. Activation energy shows a value of 21.77 Kcal/mol. The thermodynamic parameters of the process, enthalpy and entropy, were 21.15 Kcal/mol and 52.07 cal/mol.K, respectively.
    Matched MeSH terms: Oleic Acid/metabolism*
  9. Sawitri DR, Mulyono P, Rochmadi, Hisyam A, Budiman A
    J Oleo Sci, 2020 Oct 07;69(10):1297-1305.
    PMID: 32908088 DOI: 10.5650/jos.ess20034
    Oleic acid is a mono-unsaturated fatty acid that can be found abundantly in various vegetable oils and potentially attractive to be used as raw material for epoxide chemical. In-situ epoxidation of oleic acid was conducted in batch reactor using peroxy-formic at 30-60°C. Pseudo-steady-state-hypothesis (PSSH) was applied to develop the kinetic model. Heterogeneous liquid-liquid system was chosen and four models which emphasized on the ring opening agent (ROA) and reversibility of the epoxidation reaction were proposed. It has been suggested that reversible model is well suited to represent the experimental data. Activation energy obtained from Arrhenius equation is in the range of 40-195 kJ/mol.
    Matched MeSH terms: Oleic Acid/chemistry
  10. Tabandeh M, Salman AA, Goh EW, Heidelberg T, Hussen RSD
    Chem Phys Lipids, 2018 05;212:111-119.
    PMID: 29409839 DOI: 10.1016/j.chemphyslip.2018.01.011
    A new synthesis approach towards biantennary lipids of Guerbet glycoside type was developed based on oleic acid as sustainable resource. Functionalization of the double bond provided access to primary alcohols with α-branched C19-skeleton. Formulation studies with corresponding lactosides indicated formation of vesicles with high assembly stability. A relatively narrow bimodal size distribution of the latter, which turns into a narrow unimodal distribution of small vesicles upon addition of an ionic cosurfactant, suggests potential for a vesicular drug delivery system.
    Matched MeSH terms: Oleic Acid/chemistry
  11. Chiu W, Too S, Daud S, Rashid N, Chia M, Rahman S, et al.
    Sains Malaysiana, 2014;43:941-945.
    In the present study, we report the size distribution study on the iron oxide (Fe304) magnetic nanocrystals (Ncs), which have been synthesized by using green chemistry approach with palm-oil based carboxylic compound (oleic acid) as capping ligands . The Fe304 Ncs were prepared by one pot reaction under non-hydrolytic approach. With the assistance of oleic acid that plays the role as effective capping-ligands , we showed that the Fe304 NCs that are highly monodispersed in size and shape can be synthesized by scrupulously controlling the reaction time. The diameter of Fe304 Ncs can be tuned within the range of 4.0-18.0 nm and exhibit very uniform morphology, which are spherical in shape. Current synthetic approach offers a cheap, environmentally benign and excellent repeatability route in large-scale production of high-quality magnetic Fe304 Ncs if compared to the preceding reports.
    Matched MeSH terms: Oleic Acid
  12. Mohd Jaih, A.A., Abdul Rahman, R., Abdull Razis, A.F., Ariffin, A.A., Al-Awaadh, A., Suleiman, N.
    Oil is one of the major components of date seed alongside dietary fibre, carbohydrate, protein, moisture and ash. Therefore, the present work focused on the extraction of oil from five varieties of date seed using Soxhlet extraction method and subsequently characterised their physicochemical and antioxidant properties accordingly. Oil extracted from the seeds ranged between 8 to 9.8%, whereas the iodine values were between 48.7 to 55.5 g I2/100g. Furthermore, oleic and lauric acids were revealed as the main fatty acids present in the date seed oil, with LaOO (La: lauric acid; O: oleic acid) as the main triacylglycerol. The total phenolic content in the oil ranged from 7.96 to 17.72 mg GAE/g oil, while the antioxidant activity, expressed as EC50, ranged from 5.17 to 17.18 mg/mL. Additionally, the highest reducing activity was observed at 4mg/mL. Hence, oil characteristics are dependent on the type of date, thus indicating that different potential applications may be suggested.
    Matched MeSH terms: Oleic Acid
  13. Ashari SE, Mohamad R, Ariff A, Basri M, Salleh AB
    J Oleo Sci, 2009;58(10):503-10.
    PMID: 19745577
    Kojic acid monooleate is a fatty acid derivative of kojic acid which can be widely used as a skin whitening agent in a cosmetic applications. In avoiding any possible harmful effects from chemically synthesized product, the enzymatic synthesis appears to be the best way to satisfy the consumer demand nowadays. The ability of immobilized lipase from Rhizomucor meihei (lipozyme RMIM) to catalyze the direct esterification of kojic acid and oleic acid was investigated. Response Surface Methodology (RSM) and 5-level-4-factor central composite rotatable were employed to evaluate the effects of synthesis parameters such as enzyme amount (0.1-0.4 g), temperature (30-60 degrees C), substrate molar ratio (1-4 mmol, kojic acid:oleic acid) and reaction time (24-48 h) on percentage molar conversion to kojic acid monooleate. Analysis of the product using TLC, GC and FTIR showed the presence of kojic acid monooleate. The optimal conditions for the enzymatic reaction were obtained after analysis with backward elimination using 0.17 g of enzyme and 4 mmol of substrate at 52.50 degrees C for 42 h. Under these conditions the esterification percentage was 37.21%. The results demonstrated that response surface methodology can be applied effectively to optimize the lipase-catalysed synthesis of kojic acid monooleate. The optimum conditions can be used to scale up the process.
    Matched MeSH terms: Oleic Acid/metabolism*; Oleic Acid/chemistry
  14. Anwar A, Abdalla SAO, Aslam Z, Shah MR, Siddiqui R, Khan NA
    Parasitol Res, 2019 Jul;118(7):2295-2304.
    PMID: 31093751 DOI: 10.1007/s00436-019-06329-3
    Acanthamoeba castellanii belonging to the T4 genotype is an opportunistic pathogen which is associated with blinding eye keratitis and rare but fatal central nervous system infection. A. castellanii pose serious challenges in antimicrobial chemotherapy due to its ability to convert into resistant, hardy shell-protected cyst form that leads to infection recurrence. The fatty acid composition of A. castellanii trophozoites is known to be most abundant in oleic acid which chemically is an unsaturated cis-9-Octadecanoic acid and naturally found in animal and vegetable fats and oils. This study was designed to evaluate antiacanthamoebic effects of oleic acid against trophozoites, cysts as well as parasite-mediated host cell cytotoxicity. Moreover, oleic acid-conjugated silver nanoparticles (AgNPs) were also synthesized and tested against A. castellanii. Oleic acid-AgNPs were synthesized by chemical reduction method and characterized by ultraviolet-visible spectrophotometry, atomic force microscopy, dynamic light scattering analysis, and Fourier transform infrared spectroscopy. Viability, growth inhibition, encystation, and excystation assays were performed with 10 and 5 μM concentration of oleic acid alone and oleic acid-conjugated AgNPs. Bioassays revealed that oleic acid alone and oleic acid-conjugated AgNPs exhibited significant antiamoebic properties, whereas nanoparticle conjugation further enhanced the efficacy of oleic acid. Phenotype differentiation assays also showed significant inhibition of encystation and excystation at 5 μM. Furthermore, oleic acid and oleic acid-conjugated AgNPs also inhibited amoebae-mediated host cell cytotoxicity as determined by lactate dehydrogenase release. These findings for the first time suggest that oleic acid-conjugated AgNPs exhibit antiacanthamoebic activity that hold potential for therapeutic applications against A. castellanii.
    Matched MeSH terms: Oleic Acid/pharmacology*; Oleic Acid/chemistry
  15. Jumbri K, Al-Haniff Rozy MF, Ashari SE, Mohamad R, Basri M, Fard Masoumi HR
    PLoS One, 2015;10(12):e0144664.
    PMID: 26657030 DOI: 10.1371/journal.pone.0144664
    Kojic acid is widely used to inhibit the browning effect of tyrosinase in cosmetic and food industries. In this work, synthesis of kojic monooleate ester (KMO) was carried out using lipase-catalysed esterification of kojic acid and oleic acid in a solvent-free system. Response Surface Methodology (RSM) based on central composite rotatable design (CCRD) was used to optimise the main important reaction variables, such as enzyme amount, reaction temperature, substrate molar ratio, and reaction time along with immobilised lipase from Candida Antarctica (Novozym 435) as a biocatalyst. The RSM data indicated that the reaction temperature was less significant in comparison to other factors for the production of a KMO ester. By using this statistical analysis, a quadratic model was developed in order to correlate the preparation variable to the response (reaction yield). The optimum conditions for the enzymatic synthesis of KMO were as follows: an enzyme amount of 2.0 wt%, reaction temperature of 83.69°C, substrate molar ratio of 1:2.37 (mmole kojic acid:oleic acid) and a reaction time of 300.0 min. Under these conditions, the actual yield percentage obtained was 42.09%, which is comparably well with the maximum predicted value of 44.46%. Under the optimal conditions, Novozym 435 could be reused for 5 cycles for KMO production percentage yield of at least 40%. The results demonstrated that statistical analysis using RSM can be used efficiently to optimise the production of a KMO ester. Moreover, the optimum conditions obtained can be applied to scale-up the process and minimise the cost.
    Matched MeSH terms: Oleic Acid
  16. Uddin S, Chowdhury MR, Wakabayashi R, Kamiya N, Moniruzzaman M, Goto M
    Chem Commun (Camb), 2020 Oct 19.
    PMID: 33073787 DOI: 10.1039/d0cc04491a
    We report a new series of lipid-based biocompatible ionic liquids (LBILs) consisting of the long-chain phosphonium compound 1,2-dimyristoyl-sn-glycero-3-ethyl-phosphatidylcholine as the cation and the long-chain fatty acids stearic acid, oleic acid, or linoleic acid as anions. These materials were found to be completely miscible with many polar and nonpolar organic solvents as well as dispersible in water. These LBILs also exhibited excellent biocompatibility with an artificial three-dimensional human epidermis model.
    Matched MeSH terms: Oleic Acid; Linoleic Acid
  17. Dahham SS, Al-Rawi SS, Ibrahim AH, Abdul Majid AS, Abdul Majid AMS
    Saudi J Biol Sci, 2018 Dec;25(8):1524-1534.
    PMID: 30591773 DOI: 10.1016/j.sjbs.2016.01.031
    Desert truffles are seasonal and important edible fungi that grow wild in many countries around the world. Truffles are natural food sources that have significant compositions. In this work, the antioxidant, chemical composition, anticancer, and antiangiogenesis properties of the Terfezia claveryi truffle were investigated. Solvent extractions of the T. claveryi were evaluated for antioxidant activities using (DPPH, FRAP and ABTS methods). The extracts cytotoxicity on the cancer cell lines (HT29, MCF-7, PC3 and U-87 MG) was determined by MTT assay, while the anti-angiogenic efficacy was tested using ex-vivo assay. All extracts showed moderate anticancer activities against all cancer cells (p oleic acid.
    Matched MeSH terms: Oleic Acid
  18. Kong PS, Pérès Y, Wan Daud WMA, Cognet P, Aroua MK
    Front Chem, 2019;7:205.
    PMID: 31058128 DOI: 10.3389/fchem.2019.00205
    Catalytic esterification of glycerol with oleic acid (OA) was optimized over hydrophobic mesoporous zirconia-silica heterogeneous acid catalyst (ZrO2-SiO2-Me&Et-PhSO3H) and benchmarked with commercial catalysts (Aquivion and Amberlyst 15) in order to examine the effect of catalyst acidity on conversion, yield and product selectivity. The process optimisation results showed an 80% conversion with a 59.4% glycerol mono-oleate (GMO) and 34.6% glycerol dioleate (GDO) selectivities corresponding to a combined GMO and GDO selectivity of 94.8% at equimolar OA-to-glycerol ratio, 160°C reaction temperature, 5 wt% catalyst concentration with respect to the OA weight and 4 h reaction time. This work reveals that the hydrophobic and mild acidic ZrO2-SiO2-Me&Et-PhSO3H catalyst outperformed Amberlyst 15 and Aquivion with a yield of 82% and GMO selectivity of 60%. It is found that catalyst acidity is a key parameter for catalytic activity and conversion rate. Nevertheless, high acidity/acid strength reduced the product yield in the glycerol esterification of OA.
    Matched MeSH terms: Oleic Acid
  19. Afida, T., Mamot, S.
    Chicken fat is a potential bioresource that can be developed into a commercial product. In this study, chicken fat, which is rich in unsaturated fatty acids, including oleic acid (C18:1) and linoleic acid (C18:2), was enzymatically interesterified with corn oil to produce a soft spread. Two interesterified products, sample 16 (4% enzyme, 4:1 mole ratio of chicken fat to corn oil, 50°C and 42 h of the interesterification process) and sample 17 (4% enzyme, 2:1 mole ratio of chicken fat to corn oil, 30°C and 42 h of the interesterification process), were selected based on the highest SFC at 30oC which were close to SFC values of commercial product. A morphological study showed that the final products had smaller and less dense fat particles, which explained the lower melting temperatures and solid fat content (3.2 and 3.5% for samples 16 and 17, respectively, at 20°C) compared to the commercial products (9.7, 6.8 and 7.7% for products A, B and C, respectively, at 20°C). However, both sample 16 and 17 had similar thermal properties to a vegetable-oil-based commercial product, with melting enthalpies (ΔH) of 58.45 J/g and 71.40 J/g, and were fully melted at 31.40°C and 35.41°C, respectively.
    Matched MeSH terms: Oleic Acid; Linoleic Acid
  20. Zzaman, W., Issara, U., Febrianto, N.F., Yang, T.A.
    International Food Research Journal, 2014;21(3):10191-1023.
    The study was conducted to investigate fatty acid composition, rheological properties and crystal formation of rambutan fat and cocoa butter. The results showed that lauric acid, palmitic acid, and stearic fatty acid in rambutan fat were less than cocoa butter, but oleic acid found almost the same. The crystal formation of cocoa butter was not complex at 25oC, while rambutan fat and their mixture shown complicated network of crystal form. The Newton, Bingham and Casson plastic rheological models was used to describe fat flow in this experiment and the result showed that rambutan fat had higher viscosity than cocoa fat. Based on the results the study recommended that mixture proportion up to 30% rambutan seed fat can be used as a cocoa butter substitute whereas higher proportion completely alters original cocoa butter properties. Therefore, there is feasibility of using the rambutan fat to substitute cocoa butter and the mixtures of the two fats in suitable proportion in chocolate manufacturing.
    Matched MeSH terms: Oleic Acid
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