The binary phase behavior of 1,3-dimyristoyl-2-stearoyl-sn-glycerol and 1,2-dimyristoyl-3-stearoyl-sn-glycerol

Boodhoo, Marc V.; Kutek, Tomas; Filip, V.; Narine, Suresh S.

doi:10.1016/j.chemphyslip.2008.04.001

Cited by 32 publications

(20 citation statements)

References 26 publications

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“…(3) for each eutectic and a non-ideality of mixing parameter r for each branch ( Table 1). The calculated r-values are comparable to published values for binary lipid systems [18,19,22].…”

Section: Thermodynamic Analysis Of the Liquidus Linesupporting

confidence: 83%

Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel. 3. The binary phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl palmitate – A multi-length scale structural elucidation of mechanism responsible for inhibiting FAME crystallization

Mohanan

Darling

Bouzidi

et al. 2015

Energy

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“…(3) for each eutectic and a non-ideality of mixing parameter r for each branch ( Table 1). The calculated r-values are comparable to published values for binary lipid systems [18,19,22].…”

Section: Thermodynamic Analysis Of the Liquidus Linesupporting

confidence: 83%

Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel. 3. The binary phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl palmitate – A multi-length scale structural elucidation of mechanism responsible for inhibiting FAME crystallization

Mohanan

Darling

Bouzidi

et al. 2015

Energy

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“…Several studies can be found on the phase behavior of binary mixtures of TAGs, with a focus on molecular compound formation [9,13,[19][20][21]. It has been shown that, at carefully measured ratios (usually 1:1), it is possible to make pure binary mixtures of TAGs with synergistic properties such as solid fat content greater than either TAG in the mixture would exhibit alone [2,8,20,[22][23][24]. Most of the work in the field of molecular compound formation in binary fat systems to date has delved into the behavior of two-component mixtures.…”

Section: Introductionmentioning

confidence: 99%

Enhanced Structuring of Fat with Reduced Saturates Using Mixed Molecular Compounds

Sibbald

Carney

Marangoni

2015

J Americ Oil Chem Soc

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Molecular compound formation between multicomponent triacylglyceride (TAG) mixtures was characterized using palm oil mid fraction enriched in sn‐1,3‐dipalmitoyl‐2‐oleoylglycerol (cPOP) and a commercial fraction enriched in sn‐1,3‐dioleyl‐2‐palmitoylglycerol containing a wide range of TAGs (cOPO). Compound formation occurred at a 1:1 (w/w) ratio of cPOP to cOPO corresponding to an equal parts ratio of two different families of TAGs. One family of TAGs consisted of a grouping of all TAGs composed of a saturated–oleic–saturated (StUSt) positioning of fatty acids. The second family consisted of a grouping of all TAGs composed of all oleic–saturated–oleic and saturated–saturated–oleic fatty acids (UStU, StStU). An increase in solid fat content, peak melting temperature, and crystalline domain size and a change in crystalline microstructure were observed at this ratio corresponding to an overall equality in the amount of cPOP to cOPO. This indicates that it is possible to achieve that same level of solid fat content and hardness as a mixture containing more saturates, simply by slightly decreasing the saturates and substituting an oleic monounsaturated fatty acid containing TAG mixture such that a molecular compound is formed. The increase in full‐width at half‐maximum indicated a decrease in crystalline order and/or decrease in crystal domain size. The characteristic spherulitic crystalline microstructure of OPO changed to small granular crystals upon addition of cPOP. This discovery may allow for the incorporation of a larger proportion of healthy monounsaturated fats into foods while decreasing the use of saturated and trans fats.

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“…In the temperature‐molar fraction phase diagrams, simulation for the phase boundaries and evaluation for the miscibility between the compositions were conducted through a thermodynamic model, which was derived from the Hildebrand equation combined with the Bragg‐William approximation for non‐ideal blending. This model was also commonly applied to investigate the lipid mixtures .…”

Section: Methodsmentioning

confidence: 99%

Phase behavior of binary mixtures of three different 1,3‐diacylglycerols

Dong

2017

Euro J Lipid Sci & Tech

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Compared to triacylglycerol compositions, 1,3‐diacylglycerols (1,3‐DAG) have gained far less concern. Consequently, studying the mixing behavior of representative 1,3‐DAG components in palm‐based DAG oils such as 1,3‐dipalmitoyl‐sn‐glycerol (1,3‐PP), 1‐palmitoyl‐3‐oleoyl‐sn‐glycerol (1,3‐PO), and 1,3‐dioleoyl‐sn‐glycerol (1,3‐OO) is of critical interest. This study focused on the phase behavior of binary mixtures for 1,3‐PO/1,3‐OO, 1,3‐PP/1,3‐OO, and 1,3‐PO/1,3‐PP through polarized light microscopy (PLM) and differential scanning calorimetry (DSC) at 1 and 10°C/min cooling and melting rates. The kinetic phase diagrams of 1,3‐PO/1,3‐OO, 1,3‐PP/1,3‐OO, and 1,3‐PO/1,3‐PP constructed using melting DSC thermograms indicated that obvious eutectic behaviors were detected for 1,3‐PO/1,3‐OO and 1,3‐PO/1,3‐PP with eutectic composition at 0.2 × 1,3‐PO and 0.1 × 1,3‐PP, respectively, while 1,3‐PP/1,3‐OO showed an monotectic behavior. The simulation of the liquidus boundaries for two eutectic binary systems of 1,3‐PO/1,3‐OO and 1,3‐PO/1,3‐PP produced negative ρ values for all their segments apart from the region of 0 ≤ X1,3‐PP ≤ Xe at both cooling rates, which indicated that the molecular interactions between 1,3‐PO and 1,3‐OO or 1,3‐PO and 1,3‐PP in region of Xe ≤ X1,3‐PP ≤ 1 were inclined to favor the formation of mixed‐pairs. The PLM results exhibited that the variations in the microstructure were strongly affected by the adding components, especially apparent at compositions in proximity of the eutectic composition. Practical application: Palm‐based DAG oils have attracted much interest because of the unique properties. 1‐palmitoyl‐3‐oleoyl‐sn‐glycerol, 1,3‐dipalmitoyl‐sn‐glycerol, and 1,3‐dioleoyl‐sn‐glycerol are representative 1,3‐DAG components in palm‐based DAG oils. The study of the phase behaviors of these representative 1,3‐diacylglycerols will contribute to exploring the fractionation, phase development and crystallization of palm‐based DAG oils, which makes DAG oils even more interesting as functional oils with distinct physicochemical characteristics and nutritional advantages. DSC melting profiles of 1,3‐PO/1,3‐OO binary mixtures obtained at (a) 10°C/min and (b) 1°C/min heating rate and the corresponding binary phase diagrams. The result exhibits that the differing rates have an influence on the melting thermograms including the peak shapes, melting onset, and offset. Nevertheless, these differences are not to the degree of altering the sequence of phase transition of 1,3‐PO/1,3‐OO binary mixtures.

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The binary phase behavior of 1,3-dimyristoyl-2-stearoyl-sn-glycerol and 1,2-dimyristoyl-3-stearoyl-sn-glycerol

Cited by 32 publications

References 26 publications

Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel. 3. The binary phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl palmitate – A multi-length scale structural elucidation of mechanism responsible for inhibiting FAME crystallization

Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel. 3. The binary phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl palmitate – A multi-length scale structural elucidation of mechanism responsible for inhibiting FAME crystallization

Enhanced Structuring of Fat with Reduced Saturates Using Mixed Molecular Compounds

Phase behavior of binary mixtures of three different 1,3‐diacylglycerols

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