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1.
Chempluschem ; 84(5): 504-511, 2019 05.
Article in English | MEDLINE | ID: mdl-31943907

ABSTRACT

DNA - bioinspired polyelectrolytes poly[vinylbenzylthymine (VBT)-4-vinylbenzyltriethylammonium chloride (VBA)] and poly[vinylbenzylthymine (VBT)-4-vinylphenylsufonate (VPS)] were used for the preparation of hollow microcapsules (HMC) using the layer-by-layer method and CaCO3 microspheres as removable molds. Stable aqueous suspensions of spherical-shaped HMCs with a shell composed of six layers of VBA-based polyelectrolytes were obtained, of approximately (7.0±1.5) µm diameter and a shell thickness of 1 µm. Ultraviolet-B irradiation of the HMC suspensions induces an efficient crosslinking between adjacent polyelectrolyte chains through the formation of thymine photodimers, such as the cyclobutane pyrimidine dimer (CPD) and the (6-4) pyrimidine-pyrimidone photoproduct (6-4PP). This process resulted in a reduction of the average interstitial mesh size of the HMC shells, modulating their permeability properties and increasing the mechanical stability of the HMC without a noticeable modification of size and shape. Thus, the DNA-bioinspired polyelectrolytes are promising materials for the preparation of UVB-responsive HMCs.

2.
J Phys Chem B ; 113(40): 13357-64, 2009 Oct 08.
Article in English | MEDLINE | ID: mdl-19743839

ABSTRACT

The structure and dynamics of thyroxine (T4), distal and proximal conformers of 3',3,5-triiodo-l-thyronine (T3d and T3p), and 3,5-diiodo-l-thyronine (T2) upon interaction with DMPC membranes were analyzed by means of molecular dynamics simulations. The locations, the more stable orientations, and the structural changes adopted by the hormones in the lipid medium evidence that the progressive iodine substitution on the beta ring lowers both the possibility of penetration and the transversal mobility in the membrane. However, the results obtained for T3d show that the number of iodine atoms in the molecule is not the only relevant factor in the hormone behavior but also the orientation of the single iodine substitution. The electrostatic interactions between the zwitterion group of the hormones with specific groups in the hydrophilic region of the membrane as well as the organization of the alkyl chains around the aromatic beta ring of the hormone were evaluated in terms of several radial distribution functions.


Subject(s)
Diiodothyronines/chemistry , Dimyristoylphosphatidylcholine/chemistry , Lipid Bilayers/chemistry , Thyroxine/chemistry , Triiodothyronine/chemistry , Computer Simulation , Lipids/chemistry , Models, Molecular , Molecular Structure , Static Electricity , Water/chemistry
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