Ice-like encapsulated water by two cholic acid moieties

Add time:08/26/2019    Source:sciencedirect.com

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 Å 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.

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