Structure cristalline du spiro[cyclohexane-l,2'-(diméthyl-4',4' oxazolidine)]

Bordeaux, D.; Lajzérowicz-Bonneteau, J.

doi:10.1107/s0567740874006601

Cited by 10 publications

(3 citation statements)

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“…This was used for the next step without further purification. l'/9-Acetoxy-4',4',5',5'-Tetramethylspiro[5a-cholestane-3,2'imidazolidin]-3'a-yloxy (14) and l'/9-Hydroxy-4',4',5',5'-tetramethylspiro[5a-cholestane-3,2'-imidazolidin]-3'a-yloxy (15). The oxidation of 170 mg (0.312 mmol) of acetate 13 was effected in a manner similar to the preparation of lb.…”

Section: Methodsmentioning

confidence: 99%

“…We have also prepared the dinitroxide derivative 16 of 5a-cholestan-3-one by a route analogous to lb 9. Thus, MCPA oxidation of imidazolidine 11 gave nitroxide 12.16 Nitroxide 12 was then converted into N-hydroxy nitroxide 15 11, R = H 14, R = Ac 12, R = 0• 15, R = H 13, R = OAc 16, R = • via intermediates 13 and 14. Oxidation of 15 with t-BuOH-KO-Í-BU-O2 gave crystalline dinitroxide 16 in 85% yield.…”

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confidence: 99%

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Mononitroxides and proximate dinitroxides derived by oxidation of 2,2,4,4,5,5-hexasubstituted imidazolidines. A new series of nitroxide and dinitroxide spin labels

Keana¹,

Norton²,

Morello³

et al. 1978

J. Am. Chem. Soc.

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Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

Mononitroxides and proximate dinitroxides derived by oxidation of 2,2,4,4,5,5-hexasubstituted imidazolidines. A new series of nitroxide and dinitroxide spin labels

Keana¹,

Norton²,

Morello³

et al. 1978

J. Am. Chem. Soc.

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“…Force Field Parameters Used for the 10-Doxil-Stearic Acid Molecule. The doxyl chemical group structure was built using average values of bond distances and bond and dihedral angles obtained from several crystalline compounds reported in the Cambridge Crystallographic Database that contain this group in a similar environment. − The structure of the labeled lipid was completed attaching the doxyl group to the C10 carbon of a SA molecule. Bonding interactions of the doxyl ring in the SA-labeled lipid were parametrized with the GROMACS force field assigning the atom types shown in Figure (PRODRG server).…”

Section: Methodsmentioning

confidence: 99%

Effects of the Inclusion of the Spin Label 10-Doxyl-Stearic Acid on the Structure and Dynamics of Model Bilayers in Water: Stearic Acid and Stearic Acid/Cholesterol (50:20)

Garay

Rodrígues

2008

J. Phys. Chem. B

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The effects of the insertion of a spin-labeled molecule (10-doxyl-stearic acid) on the structure and dynamics of model lipid bilayers in gel-like as well as in liquid-ordered-like phases are studied using molecular dynamic simulations. The perturbing effects of the labeled molecule on the structure of the bilayers are analyzed. We have also studied the relationship between the structural and dynamic properties of the bilayer phase and those of the labeled molecule. We found that the insertion of the labeled molecule in the bilayer at the concentration considered here (1:70) produces local and global perturbations in the gel-like phase. There is an increase of the area associated with the lipid molecules that produces a larger tilting angle of this condensed phase. In this gel-like phase, we also found that the z component of the order parameter of the labeled molecule associated with the electron paramagnetic resonance (EPR) spectra has the same temperature dependence as the axial correlation times of the lipid molecules. The mechanism by which the doxyl reorientation senses the dynamics of the layers is determined by the correlation between the gauche defect transitions of the labeled alkyl chain and its environment. For the liquid-ordered-like phase, we found that cholesterol molecules play the role of wedges that open free spaces in the lipid structure below the ring position and order the alkyl chains at the depths of the rings, leading to small inclination angles. The doxyl ring of the labeled molecule is located just below the cholesterol ring moiety, having fewer gauche defects than in the case of the gel-like phase. The change in depth of the doxyl ring causes a reorientation of this group that leads to an increase of the order parameter as the temperature rises.

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Quantum-chemical analysis of the effect of geometrical and electronic factors on the g-tensor of nitroxyl radicals

Mustafaev¹,

Schastnev²

1990

J Struct Chem

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Structure cristalline du spiro[cyclohexane-l,2'-(diméthyl-4',4' oxazolidine)]

Cited by 10 publications

References 0 publications

Mononitroxides and proximate dinitroxides derived by oxidation of 2,2,4,4,5,5-hexasubstituted imidazolidines. A new series of nitroxide and dinitroxide spin labels

Mononitroxides and proximate dinitroxides derived by oxidation of 2,2,4,4,5,5-hexasubstituted imidazolidines. A new series of nitroxide and dinitroxide spin labels

Effects of the Inclusion of the Spin Label 10-Doxyl-Stearic Acid on the Structure and Dynamics of Model Bilayers in Water: Stearic Acid and Stearic Acid/Cholesterol (50:20)

Quantum-chemical analysis of the effect of geometrical and electronic factors on the g-tensor of nitroxyl radicals

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