Synthesis of the G−C DNA Base Hybrid with a Functional Tail

Molecules which possess the hydrogen bonding codes of both guanine and cytosine (“G−C DNA base hybrids”) are known to organize in a hexagonal array both in solution and the solid state. Including an easily derivatizable functional group in the molecule allows the co-organization of virtually any spe...

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Bibliographic Details
Published in:Journal of organic chemistry 2006-10, Vol.71 (21), p.8146-8150
Main Authors: Mascal, Mark, Farmer, Steven C, Arnall-Culliford, James R
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chemistry
Cytosine - chemical synthesis
Dna, deoxyribonucleoproteins
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Guanine
Nucleic acids
Organic chemistry
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Summary:Molecules which possess the hydrogen bonding codes of both guanine and cytosine (“G−C DNA base hybrids”) are known to organize in a hexagonal array both in solution and the solid state. Including an easily derivatizable functional group in the molecule allows the co-organization of virtually any species in the hexagonal periphery. Simple 5- and 6-step procedures are described for the synthesis of DNA base hybrids with tail groups which are terminated by electrophilic (primary bromide) and nucleophilic (primary alcohol) functions, respectively.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo061304s