Rational design of biologically important chemosensors: A novel receptor for selective recognition of acetylcholine over ammonium cations
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SCOPUS
- Title
- Rational design of biologically important chemosensors: A novel receptor for selective recognition of acetylcholine over ammonium cations
- Authors
- Yun, SG; Kim, YO; Kim, D; Kim, HG; Ihm, H; Kim, JK; Lee, CW; Lee, WJ; Yoon, J; Oh, KS; Yoon, J; Park, SM; Kim, KS
- Date Issued
- 2003-02-20
- Publisher
- AMER CHEMICAL SOC
- Abstract
- [GRAPHICS] In consideration of competition between cation-pi and hydrogen bond interaction forces, we designed a novel receptor, 1,3,5-tris(pyrrolyl)benzene, which shows high selectivity for acetylcholine (ACh). The selectivity of the receptor for ACh over other ammonium cations is. demonstrated by the ion-selective electrode (ISE) method in buffer solution. The binding free energy of the receptor with ACh in chloroform solution is measured to be 3.65 kcal/mol in the presence of chloride anion by nuclear magnetic resonance spectroscopy, and that in water is estimated to be much greater (similar to6 kcal/mol).
- Keywords
- PI INTERACTIONS; MOLECULAR CLUSTERS; SIDE-CHAIN; AB-INITIO; BINDING; ION; COMPLEXATION; BENZENE; METAL; TETRAMETHYLAMMONIUM
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/18681
- DOI
- 10.1021/ol0273203
- ISSN
- 1523-7060
- Article Type
- Article
- Citation
- ORGANIC LETTERS, vol. 5, no. 4, page. 471 - 474, 2003-02-20
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- There are no files associated with this item.
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