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Cyclic diguanylic acid behaves as a host molecule for planar intercalators
Author(s) -
Liaw Yen-Chywan,
Gao Yi-Gui,
Robinson Howard,
Sheldrick George M.,
Sliedregt L.A.J.M.,
van der Marel Gijs A.,
van Boom Jacques H.,
Wang Andrew H.-J.
Publication year - 1990
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(90)80253-f
Subject(s) - intercalation (chemistry) , molecule , chemistry , planar , host (biology) , biology , genetics , computer science , inorganic chemistry , organic chemistry , computer graphics (images)
Cyclic ribodiguanylic acid, c‐(GpGp), is the endogenous effector regulator of cellulose synthase. Its three‐dimensional structure from two different crystal forms (tetragonal and trigonal) has been determined by X ‐ray diffraction analysis at 1 Å resolution. In both crystal forms, two independent c‐(GpGp) molecules associate with each other to form a self‐intercalated dimer. A hydrated cobalt ion is found to coordinate to two N7 atoms of adjacent guanines, forcing these two guanines to destack with a large dihedral angle (32°), in the dimer of the tetragonal form. This metal coordination mechanism may be relevant to that of the anticancer drug cisplatin. Moreover, c‐(GpGp) exhibits unusual spectral properties not seen in any other cyclic dinucleotide. It interacts with planar organic intercalator molecules in ways similar to double helical DNA. We propose a cage‐like model consisting of a tetrameric c‐(GpGp) aggregate in which a large cavity (‘host’) is generated to afford a binding site for certain planar intercalators (‘guests’).