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Self-Assembly of Non-Biological Polymeric Strands Undergoing Enforced Helical Self-Organization

✍ Scribed by Jean-Louis Schmitt; Jean-Marie Lehn


Publisher
John Wiley and Sons
Year
2003
Tongue
German
Weight
184 KB
Volume
86
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The polycondensation of a dihydrazino‐pyrimidine (5 and 6) with a pyrimidine‐dicarbaldehyde (7 and 8b) provides an efficent access to helical polymeric strands based on the formation of hydrazone connections between the pyrimidine groups. The folding into a helical structure is enforced by the helicity codon defined by the (hydrazonepyrimidine) sequence. The polymers obtained have been characterized by mass spectrometry, indicating molecular weights up to ca. 12000 Da. Electronic spectra display specific absorption and emission features. These helical polymers present a core diameter of ca. 20 Å, a pitch of 3.5 Å, and, for a molecular weight around 9000 Da, a height of ca. 42 Å with 12 turns. The self‐assembled helical polymers obtained represent stable frameworks for the lateral attachment of functional residues in a helical disposition. Such entities may possess a range of novel chemical as well as biological properties.


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Helices and superhelices are key structural features of proteins, nucleic acids, and oligosaccharides. It is therefore no surprise that helical structures and superstructures have received increasing attention in biomimetic and synthetic supramolecular systems. [1] Helical organization in synthetic