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A comparative study of animal erythrocyte agglutinins from marine algae
Title
A comparative study of animal erythrocyte agglutinins from marine algae.
Creator
Chiles, Thomas C., Bird, Kimon T., Harbor Branch Oceanographic Institute
Date Issued
1989
PURL
http://purl.flvc.org/FCLA/DT/3353838
Subject Headings
Marine algae, Agglutinins, Erythrocytes, Glycoproteins, Polysaccharides, Monosaccharides, Comparative Study
Format
Document (PDF)
1,8-Naphthridine Based Receptors for Selective Monosaccharide Binding in Aqueous Media
Title
1,8-Naphthridine Based Receptors for Selective Monosaccharide Binding in Aqueous Media.
Creator
Addo-Mensah, Alfred Kwesi, Cudic, Predrag, Florida Atlantic University
Abstract/Description
In this dissertation the synthesis, characterization, and binding properties of carbohydrate receptors 34-38 was described. Macrocyclic receptor 34 and macrobicyclic receptor 35 bind monosaccharides in aqueous media through combination of hydrophobic, electrostatic and hydrogen bonding interactions. The dissociation constants (Kd) for the complexes between 1 ,8-naphthyridine receptors 34, and 35 with a variety of neutral and negatively charged monosaccharides in aqueous media were determined...
Show moreIn this dissertation the synthesis, characterization, and binding properties of carbohydrate receptors 34-38 was described. Macrocyclic receptor 34 and macrobicyclic receptor 35 bind monosaccharides in aqueous media through combination of hydrophobic, electrostatic and hydrogen bonding interactions. The dissociation constants (Kd) for the complexes between 1 ,8-naphthyridine receptors 34, and 35 with a variety of neutral and negatively charged monosaccharides in aqueous media were determined by fluorimetric and UV /vis titration. The observed values are in the range from ~0.3 to >10 mM, within the Kd range reported for lectin/monosaccharide complexes. However, among monosaccharide substrates tested receptor 34 showed the strongest affinity for sialic acid (Kd = ~0 . 3 mM), a monosaccharide that plays many important roles in a wide variety of physiological and pathological processes. Macrocyclic receptor 34 recognizes not only sialic acid in solution, but also binds selectively in vitro to human cancer cell surface carbohydrate antigens containing terminal sialic acid moieties. In addition, besides their binding selectivity, receptors 34 and 35 display also the ability to discriminate between closely related monosaccharide substrates by opposite variation of the fluorescence emission intensity. Structure-binding relationship study of receptor 34 revealed that H-bonding donor/acceptor pattern and presence of positive charge on receptor's side arms are crucial for selective monosaccharide binding in aqueous media.
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Date Issued
2008
PURL
http://purl.flvc.org/fau/fd/FA00000844
Subject Headings
Monosaccharides--Synthesis, Sensory receptors--Testing, Organic compounds--Synthesis, Electrochemical analysis
Format
Document (PDF)