A QUADRUPLY HYDROGEN BONDED HETEROCOMPLEX DISPLAYING HIGH-FIDELITY RECOGNITION
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SCOPUS
- Title
- A QUADRUPLY HYDROGEN BONDED HETEROCOMPLEX DISPLAYING HIGH-FIDELITY RECOGNITION
- Authors
- Park, T; Todd, EM; Nakashima, S; Zimmerman, SC
- Date Issued
- 2005-12-28
- Publisher
- AMER CHEMICAL SOC
- Abstract
- An exceptionally strong quadruply hydrogen-bonded complex is formed between 2,7-diamido-1,8-naphthyridine 3 (DAN) and the butylurea of guanosine 6 (UG) in chloroform. The UG unit can be prepared in four steps from guanosine on a 10 g scale in excellent yields without chromatographic purification. The association constant (K-assoc approximate to 5 x 10(7) m(-1)) for the UG(.)DAN complex determined by fluorescence energy transfer from the naphthyridine unit of 3 to coumarin 343 covalently linked UG (18) is among the highest reported for a neutral DNA base-pair analogue. The weak self-association of DAN (K-dimer < 10 m(-1)) and UG (K-dimer ca. 200-300 m(-1)) means that the UG-DAN complex forms with unparalleled fidelity.
- Keywords
- POLY(ARYL ETHER) DENDRIMERS; DONOR-ACCEPTOR INTERACTION; RESONANCE ENERGY-TRANSFER; HETEROCYCLIC UREAS; SUPRAMOLECULAR CHEMISTRY; DNA; DIMERS; POLYMERS; NANOSTRUCTURES; NANOTECHNOLOGY
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/28944
- DOI
- 10.1021/JA0545517
- ISSN
- 0002-7863
- Article Type
- Article
- Citation
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, no. 51, page. 18133 - 18142, 2005-12-28
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