Investigating the membrane orientation and transversal distribution of 17β-estradiol in lipid membranes by solid-state NMR

Scheidt, Holger A.; Badeau, Robert M.; Huster, Daniel

doi:10.1016/j.chemphyslip.2010.02.001

Cited by 20 publications

(27 citation statements)

References 44 publications

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“…not linked to specific sites, which agrees with the known interaction of estradiol with plasma membranes [19], [20] and the lipophilic nature of the four hormones selected. Probably, the mechanism of loose-binding of the hormones to membranes is in part comparable to that of cholesterol [19], [35].…”

Section: Discussionsupporting

confidence: 85%

“…The presence of steroid hormones in RBC has been known for a time [17], and the possibility of their binding [23], [24], transport [19] or implication in membrane structure [20], [25] have been already advanced by different groups of investigators. However, the extent and possible equilibrium role of the RBC-bound hormone compartment has not been –to our knowledge— investigated, and neither have the effects of diet and sex.…”

Section: Discussionmentioning

confidence: 99%

“…In fact there is a number of studies describing the association of steroid hormones [18], [19] and cell membranes. The direct biophysical interaction of some hormones, such as estradiol and membranes has been also analyzed [20].…”

Section: Introductionmentioning

confidence: 99%

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Effect of Sex and Prior Exposure to a Cafeteria Diet on the Distribution of Sex Hormones between Plasma and Blood Cells

et al. 2012

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It is generally assumed that steroid hormones are carried in the blood free and/or bound to plasma proteins. We investigated whether blood cells were also able to bind/carry sex-related hormones: estrone, estradiol, DHEA and testosterone. Wistar male and female rats were fed a cafeteria diet for 30 days, which induced overweight. The rats were fed the standard rat diet for 15 additional days to minimize the immediate effects of excess ingested energy. Controls were always kept on standard diet. After the rats were killed, their blood was used for 1) measuring plasma hormone levels, 2) determining the binding of labeled hormones to washed red blood cells (RBC), 3) incubating whole blood with labeled hormones and determining the distribution of label between plasma and packed cells, discounting the trapped plasma volume, 4) determining free plasma hormone using labeled hormones, both through membrane ultrafiltration and dextran-charcoal removal. The results were computed individually for each rat. Cells retained up to 32% estrone, and down to 10% of testosterone, with marked differences due to sex and diet (the latter only for estrogens, not for DHEA and testosterone). Sex and diet also affected the concentrations of all hormones, with no significant diet effects for estradiol and DHEA, but with considerable interaction between both factors. Binding to RBC was non-specific for all hormones. Estrogen distribution in plasma compartments was affected by sex and diet. In conclusion: a) there is a large non-specific RBC-carried compartment for estrone, estradiol, DHEA and testosterone deeply affected by sex; b) Prior exposure to a cafeteria (hyperlipidic) diet induced hormone distribution changes, affected by sex, which hint at sex-related structural differences in RBC membranes; c) We postulate that the RBC compartment may contribute to maintain free (i.e., fully active) sex hormone levels in a way similar to plasma proteins non-specific binding.

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Section: Discussionsupporting

confidence: 85%

Section: Discussionmentioning

confidence: 99%

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Effect of Sex and Prior Exposure to a Cafeteria Diet on the Distribution of Sex Hormones between Plasma and Blood Cells

et al. 2012

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“…A REDOR NMR study designed to measure intermolecular distances between an estradiol 3- 13 C label and a phosphorus- or fluorine-labeled phospholipids localized the E2 A-ring in proximity to the membrane interface (16). Other solid-state NMR data indicate that the most preferred membrane orientation of E2 has its long axis perpendicular to the bilayer lipid-acyl chains such that appreciable condensation of the surrounding phospholipids does not occur (17, 18), in contrast to cholesterol’s reported behavior (24, 25, 37). The experimental approach adopted in this report is made distinct from prior related studies on E2 membrane localization and dynamics (16–18) through our use of a family of selectively deuterated E2 molecules, which enabled us to assign unambiguously all six quadrupolar splittings (Δν Q ) and apply a simplified mathematical method for determining the E2 orientation and dynamics in phospholipid membranes.…”

Section: Discussionmentioning

confidence: 99%

“…Scheidt et al . (17) subsequently applied a suite of solid-state NMR methods to study E2 in synthetic 1-palmitoyl-2-oleoyl- sn -glycero-3-phosphocholine (POPC) membranes and concluded that E2 is stably inserted and broadly distributed within the membrane and may undergo dynamic rotations without condensing the surrounding phospholipids. Using a combination of experimental NMR spectroscopy and in silico molecular dynamics (MD) simulation, Vogel et al (18) recently concluded that E2 preferentially adopts a horizontal orientation in multilamellar vesicles with the E2 long axis perpendicular to the membrane normal and rarely embedded deeply among the membrane-lipid acyl chains.…”

Section: Introductionmentioning

confidence: 99%

17β-estradiol (E2) in membranes: Orientation and dynamic properties

Guo

Yang

Tian

et al. 2016

Biochimica et Biophysica Acta (BBA) - Biomembranes

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Non-genomic membrane effects of estrogens are of great interest because of the diverse biological activities they may elicit. To further our understanding of the molecular features of the interaction between estrogenic hormones and membrane bilayers, we have determined the preferred orientation, location and dynamic properties of 17β-estradiol (E2) in two different phospholipid membrane environments using 2H- NMR and 2D 1H-13C HSQC in conjunction with molecular dynamics simulations. Unequivocal spectral assignments to specific 2H labels were made possible by synthesizing six selectively deuterated E2 molecules. The data allow us to conclude that the E2 molecule adopts a nearly “horizontal” orientation in the membrane bilayer with its long axis essentially perpendicular to the lipid acyl chains. All four rings of the E2 molecule are located near the membrane interface, allowing both the E2 3-OH and the 17β-OH groups to engage in hydrogen bonding and electrostatic interactions with polar phospholipid groups. The findings augment our knowledge of the molecular interactions between E2 and membrane bilayer and highlight the asymmetric nature of the dynamic motions of the rigid E2 molecule in a membrane environment.

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Interaction of local anesthetics with lipid bilayers investigated by 1H MAS NMR spectroscopy

Weizenmann¹,

Huster²,

Scheidt³

2012

Biochimica et Biophysica Acta (BBA) - Biomembranes

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The membrane location of the local anesthetics (LA) lidocaine, dibucaine, tetracaine, and procaine hydrochloride as well as their influence on phospholipid bilayers were studied by ³¹P and ¹H magic-angle spinning (MAS) NMR spectroscopy. The ³¹P NMR spectra of the LA/lipid preparations confirmed that the overall bilayer structure of the membrane remained preserved. The relation between the molecular structure of the LAs and their membrane localization and orientation was investigated quantitatively using induced chemical shifts, nuclear Overhauser enhancement spectroscopy, and paramagnetic relaxation rates. All three methods revealed an average location of the aromatic rings of all LAs in the lipid-water interface of the membrane, with small differences between the individual LAs depending on their molecular properties. While lidocaine is placed in the upper chain/glycerol region of the membrane, for dibucaine and procaine the maximum of the distribution are slightly shifted into the glycerol region. Finally for tetracaine the aromatic ring is placed closest to the aqueous phase in the glycerol/headgroup region of the membrane. The hydrophobic side chains of the LA molecules dibucaine and tetracaine were located deeper in the membrane and showed an orientation towards the hydrocarbon core. In contrast the side chains of lidocaine and procaine are oriented towards the aqueous phase.

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Investigating the membrane orientation and transversal distribution of 17β-estradiol in lipid membranes by solid-state NMR

Cited by 20 publications

References 44 publications

Effect of Sex and Prior Exposure to a Cafeteria Diet on the Distribution of Sex Hormones between Plasma and Blood Cells

Effect of Sex and Prior Exposure to a Cafeteria Diet on the Distribution of Sex Hormones between Plasma and Blood Cells

17β-estradiol (E2) in membranes: Orientation and dynamic properties

Interaction of local anesthetics with lipid bilayers investigated by 1H MAS NMR spectroscopy

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