Starting from the structure of ice (in which each water molecule is surrounded by other four water molecules forming a tetrahedron with a value of 4.51 A for the edge O-O distance), and the knowledge that this value also corresponds to the O7-O12 distance of the skeleton of cholic acid, it is hypothesized that two steroid cholic acid moieties, with an appropriate steroid-steroid distance and a belly-to-belly orientation, could encapsulate a single water molecule between them. To check this hypothesis two succinyl derivatives of cholic acid (a monomer and the related head-head dimer in which the succinyl group is the linking bridge) were designed. The expected "ice-like" structure is found in the crystal of the dimer. There is a hydrogen bond synergy between those participating in the "ice-like" structure, and those in which the bridge is involved with the O7-H hydroxy group and the side chain of the steroid. (c) 2012 Elsevier Inc. All rights reserved.

Ice-like encapsulated water by two cholic acid moieties / H., Soto Victor; Alvarez, Mercedes; Francisco, Meijide; V., Trillo Juan; Alvaro, Antelo; Jover, Aida; Galantini, Luciano; Jose Vazquez, Tato. - In: STEROIDS. - ISSN 0039-128X. - STAMPA. - 77:12(2012), pp. 1228-1232. [10.1016/j.steroids.2012.07.003]

Ice-like encapsulated water by two cholic acid moieties

GALANTINI, Luciano;
2012

Abstract

Starting from the structure of ice (in which each water molecule is surrounded by other four water molecules forming a tetrahedron with a value of 4.51 A for the edge O-O distance), and the knowledge that this value also corresponds to the O7-O12 distance of the skeleton of cholic acid, it is hypothesized that two steroid cholic acid moieties, with an appropriate steroid-steroid distance and a belly-to-belly orientation, could encapsulate a single water molecule between them. To check this hypothesis two succinyl derivatives of cholic acid (a monomer and the related head-head dimer in which the succinyl group is the linking bridge) were designed. The expected "ice-like" structure is found in the crystal of the dimer. There is a hydrogen bond synergy between those participating in the "ice-like" structure, and those in which the bridge is involved with the O7-H hydroxy group and the side chain of the steroid. (c) 2012 Elsevier Inc. All rights reserved.
2012
bile acids; cholic acid; encapsulated water; ice-like structure
01 Pubblicazione su rivista::01a Articolo in rivista
Ice-like encapsulated water by two cholic acid moieties / H., Soto Victor; Alvarez, Mercedes; Francisco, Meijide; V., Trillo Juan; Alvaro, Antelo; Jover, Aida; Galantini, Luciano; Jose Vazquez, Tato. - In: STEROIDS. - ISSN 0039-128X. - STAMPA. - 77:12(2012), pp. 1228-1232. [10.1016/j.steroids.2012.07.003]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/487860
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