Complex self-assembly of pyrimido[4,5-d]pyrimidine nucleoside supramolecular structures

Abstract

Supramolecular self-assembly is not only one of the chemical roots of biological structure but is also drawing attention in different industrial fields. Here we study the mechanism of the formation of a complex flower-shaped supramolecular structure of pyrimido[4,5-d]pyrimidine nucleosides by dynamic light scattering, scanning electron microscopy, differential scanning calorimetry, nuclear magnetic resonance and X-ray analysis. Upon removing the hydroxyl group of sugars, different flower-shaped superstructures can be produced. These works demonstrate that complex self-assembly can indeed be attained through hierarchical non-covalent interactions of single molecules. Furthermore, chimerical structures built from molecular recognition by these monomers indicate their potential in other fields if combined with other chemical entities.

A feasible synthesis of Mn 3 (PO 4 ) 2 @BSA nanoflowers and its application as the support nanomaterial for Pt catalyst

“…Zeng and co-workers reported a CaHPO 4 -α-amylase hybrid nanobiocatalytic system based on allosteric effect; catalytic activity increase was attributed to the immobilization of a certain enzymes [16]. So far, these nanoflowers have been utilized in the fields of colorimetric platform [17], colorimetric sensor [18], diverse biological molecular recognition [19], molecular recognition [20], and drug delivery [11]. This is the first report on the design and synthesis of a Mn 3 (PO 4 ) 2 @BSA hybrid nanoflower made of both protein and manganese (II) phosphate by using the method of self-assembly.…”

The effect of the glycosylation position on the base pairing and supramolecular structure of the 5′-deoxyribosyl Janus-type AT nucleosides

“…Theoretically, then the AT pyrimido [4,5-d]pyrimidine nucleoside system can also form either one of this base air motif. Interestingly, our previous researches showed that for the AT pyrimido [4,5-d]pyrimidine system, the reverse Watson-Crick seemed to be the more preferred base pair motif, and its existence was firmly confirmed by several N8 glycosylated Janus-type AT nucleosides single crystals X-ray analysis [22,23]. However, according to our previous studies the glycosylation position and the configuration of sugar residue have profound effects on the base pair patterns for AT pyrimido [4,5-d] pyrimidine system.…”

“…Previously, we have found compound 3 can form a complicated and aesthetically appealing flower-shaped superstructure in solution state [23]. Considering the supramolecular morphogenesis is a Table 1 Summary of X-ray crystallographic data for compound 1. fundamentally important process in fields ranging from structural biology to materials chemistry.…”

Nucleoside surfaces as a platform for the control of surface hydrophobicity

“…The possibility for nucleosides or nucleolipids to self-assemble to form supramolecular assemblies is well known. 22,23 Due to possible p-stacking and several possible H-bonds, nucleosides and nucleolipids can form bers, nanotubes, helices or vesicles in solution. 24,25 Due to the multifunctional structures of nucleosides, control of the functionalization of these molecules can be complex.…”