Hydrogen Bonding and Molecular Recognition: Synthetic, Complexation, and Structural Studies on Barbiturate Binding to an Artificial Receptor
- Authors
- Chang, Suk-Kyu; Van Engen, Donna; Fan, Erkang; Hamilton, Andrew D.
- Issue Date
- Sep-1991
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.113, no.20, pp 7640 - 7645
- Pages
- 6
- Journal Title
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Volume
- 113
- Number
- 20
- Start Page
- 7640
- End Page
- 7645
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/43674
- DOI
- 10.1021/ja00020a027
- ISSN
- 0002-7863
1520-5126
- Abstract
- A series of synthetic receptors with strong selectivity for the barbiturate family of drugs has been prepared. The receptor design is based on two 2,6-diaminopyridine groups linked through an isophthalic acid spacer. X-ray crystallographic, H-1 NMR spectroscopic, and substrate binding studies confirm that six hydrogen bonds are formed between the receptor and its substrate. The strongest binding (K(a) almost-equal-to 10(5) M-1) is seen to those substrates containing the complementary barbituric acid core. Systematic deletion of hydrogen-bonding sites from the receptor and substrate allows an assessment of the contribution of individual binding sites to complexation.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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