Calorimetric studies and molecular mechanics simulations of monounsaturated phosphatidylethanolamine bilayers.

Wang, Zhaoqing; Huo, Lin; Li, Shusen; Huang, Chunbo

doi:10.1016/s0021-9258(17)31543-0

Cited by 31 publications

(32 citation statements)

References 18 publications

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“…2 gives the dependence of the chain-melting transition temperature on double-bond position for analogous series of 1-acyl-2-(18:1c⌬ n u ) phosphatidylethanolamines (PEs) with saturated sn-1 acyl chains. These chain-melting events are assigned by Wang et al (1994), on the basis of the thermal history, to lamellar gel-to-lamellar liquid-crystalline transitions. For the phosphatidylethanolamines, the sizes of the data sets are smaller than for the phosphatidylcholines, but bilinear fits with the constraint sЈ c ϭ 0 can be obtained in each case.…”

Section: Dependence Of Phosphatidylethanolamine Transition Temperatures On Double-bond Positionmentioning

confidence: 99%

“…The resulting values of sЈ c (Table 1) are of equal magnitude but of opposite sign to those of hЈ c in the complementary fits. For PEs, it has been suggested that the effects of double-bond position are principally entropic (Wang et al, 1994), but the values of the calorimetric enthalpies and entropies do not vary systematically and therefore are not decisive on this point. Enthalpic contributions are favored here because this is evidenced by direct calorimetric measurements for the PC series (Barton and Gunstone, 1975;Wang et al, 1995b).…”

Section: Dependence Of Phosphatidylethanolamine Transition Temperatures On Double-bond Positionmentioning

confidence: 99%

“…Furthermore, molecular mechanics calculations were performed to deduce energetic and structural details of the relative packing of the sn-1 and sn-2 chains that is likely to obtain in the phospholipid gel phase (see also Li et al, 1994). From this it was concluded that the two C-C single bonds adjacent to the cis double bond are in a skew (120°dihedral) conformation and that, additionally, a neighboring gauche (65°dihedral) conformation produces a kink in the sn-2 chain that otherwise is aligned parallel with the sn-1 chain (Wang et al, 1994(Wang et al, , 1995a. The resulting g ϩ s ϩ ⌬s ϩ configuration divides the chain into a longer and a shorter segment, which were suggested to interact differently with the sn-1 chain (Huang et al, 1996;Li et al, 1998).…”

Section: Introductionmentioning

confidence: 99%

“…Following the pioneering work of Barton and Gunstone (1975) on cis-bond positional isomers of dioctadecenoyl phosphatidylcholines, Huang and co-workers (Wang et al, 1994(Wang et al, , 1995aHuang et al, 1996) have undertaken extensive synthetic work, coupled with high-sensitivity calorimetric studies, on homologous series of both phosphatidylcholines and phosphatidylethanolamines with saturated sn-1 chains and cis-monoenoic sn-2 chains. This pattern of relative chain compositions corresponds to that found in natural phospholipid species.…”

Section: Introductionmentioning

confidence: 99%

“…By using multiple regression analysis, Huang and coworkers (Wang et al, 1994(Wang et al, , 1995a have also derived various expressions that relate the transition temperature to structural parameters characterizing the bilayer thickness, the two segments of the sn-2 chain, and the mismatch between the sn-1 and sn-2 chains. These expressions have a high predictive capacity and emphasize the importance of the various structural parameters in determining the chain melting of unsaturated lipids.…”

Section: Introductionmentioning

confidence: 99%

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Thermodynamic Analysis of Chain-Melting Transition Temperatures for Monounsaturated Phospholipid Membranes: Dependence on cis-Monoenoic Double Bond Position

Marsh

1999

Biophysical Journal

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Unsaturated phospholipid is the membrane component that is essential to the dynamic environment needed for biomembrane function. The dependence of the chain-melting transition temperature, T(t), of phospholipid bilayer membranes on the position, n(u), of the cis double bond in the glycerophospholipid sn-2 chain can be described by an expression of the form T(t) = T(t)(c)(1 + h'(c)|n(u) - n(c)|)/(1 + s'(c)|n(u) - n(c)|), where n(c) is the chain position of the double bond corresponding to the minimum transition temperature, T(t)(c), for constant diacyl lipid chain lengths. This implies that the incremental transition enthalpy (and entropy) contributed by the sn-2 chain is greater for whichever of the chain segments, above or below the double-bond position, is the longer. The critical position, n(c), of the double bond is offset from the center of the sn-2 chain by an approximately constant amount, deltan(c) approximately 1. 5 C-atom units. The dependence of the parameters T(t)(c), h'(c), and s'(c) on sn-1 and sn-2 chain lengths can be interpreted consistently when allowance is made for the chain packing mismatch between the sn-1 and sn-2 chains. The length of the sn-2 chain is reduced by approximately 0.8 C-atom units by the cis double bond, in addition to a shortening by approximately 1.3 C-atom units by the bent configuration at the C-2 position. Based on this analysis, a general thermodynamic expression is proposed for the dependence of the chain-melting transition temperature on the position of the cis double bond and on the sn-1 and sn-2 chain lengths. The above treatment is restricted mostly to double-bond positions close to the center of the sn-2 chain. For double bonds positioned closer to the carboxyl or terminal methyl ends of the sn-2 chain, the effects on transition enthalpy can be considerably larger. They may be interpreted by the same formalism, but with different characteristic parameters, h'(c) and s'(c), such that the shorter of the chain segments makes a considerably smaller contribution to the calorimetric properties of the chain-melting transition.

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Section: Dependence Of Phosphatidylethanolamine Transition Temperatures On Double-bond Positionmentioning

confidence: 99%

Section: Dependence Of Phosphatidylethanolamine Transition Temperatures On Double-bond Positionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Thermodynamic Analysis of Chain-Melting Transition Temperatures for Monounsaturated Phospholipid Membranes: Dependence on cis-Monoenoic Double Bond Position

Marsh

1999

Biophysical Journal

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Raman spectroscopic study of polycrystalline mono- and polyunsaturated 1-eicosanoyl-d39-2-eicosenoyl-sn-glycero-3-phosphocholines: Bilayer lipid clustering and acyl chain order and disorder characteristics

2000

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Polycrystalline lipid samples of a series of mono‐ and polyunsaturated, double bond positional isomers of 1‐eicosanoyl‐d39‐2‐eicosenoyl‐sn‐glycero‐3‐phosphocholines [C(20‐d39):C(20:1 Δj)PC, with j = 5, 8, 11, or 13; C(20‐d39):C(20:2 Δ11,14)PC; and C(20‐d39):C(20:3 Δ11,14,17)PC] were investigated using vibrational Raman spectroscopy to assess the acyl chain packing order–disorder characteristics and putative bilayer cluster formation of the isotopically differentiated acyl chains. Perdeuteration of specifically the saturated sn‐1 acyl chains for these bilayer systems enables each chain's intra‐ and intermolecular conformational and organizational properties to be evaluated separately. Various saturated chain methylene CD2 and carbon–carbon (CC) stretching mode peak height intensity ratios and line width parameters for the polycrystalline samples demonstrate a high degree of sn‐1 chain order that is unaffected by either the double bond placement or number of unsaturated bonds within the sn‐2 chain. In contrast, the unsaturated sn‐2 chain spectral signatures reflect increasing acyl chain conformational disorder as either the cis double bond is generally repositioned toward the chain terminus or the number of double bonds increases from one to three. The lipid bilayer chain packing differences observed between the sn‐1 and sn‐2 chains of this series of monounsaturated and polyunsaturated 20 carbon chain lipids suggest the existence of laterally distributed microdomains predicated on the formation of highly ordered, saturated sn‐1 chain clusters. © 2000 John Wiley & Sons, Inc. Biopolymers (Biospectroscopy) 57: 2–10, 2000

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The role of phospholipid molecular species in determining the physical properties of yeast membranes

Renne

Kroon

2017

FEBS Letters

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In most eukaryotes, including Saccharomyces cerevisiae, glycerophospholipids are the main membrane lipid constituents. Besides serving as general membrane ‘building blocks’, glycerophospholipids play an important role in determining the physical properties of the membrane, which are crucial for proper membrane function. To ensure optimal physical properties, membrane glycerophospholipid composition and synthesis are tightly regulated. This review will summarize our current knowledge of factors and processes determining the membrane glycerophospholipid composition of the reference eukaryote S. cerevisiae at the level of molecular species. Extrapolating from relevant model membrane data, we also discuss how modulation of the molecular species composition can regulate membrane physical properties.

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Calorimetric studies and molecular mechanics simulations of monounsaturated phosphatidylethanolamine bilayers.

Cited by 31 publications

References 18 publications

Thermodynamic Analysis of Chain-Melting Transition Temperatures for Monounsaturated Phospholipid Membranes: Dependence on cis-Monoenoic Double Bond Position

Thermodynamic Analysis of Chain-Melting Transition Temperatures for Monounsaturated Phospholipid Membranes: Dependence on cis-Monoenoic Double Bond Position

Raman spectroscopic study of polycrystalline mono- and polyunsaturated 1-eicosanoyl-d39-2-eicosenoyl-sn-glycero-3-phosphocholines: Bilayer lipid clustering and acyl chain order and disorder characteristics

The role of phospholipid molecular species in determining the physical properties of yeast membranes

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