Formation of poly(glucosyloxyethyl methacrylate)-concanavalin A complex and its glucose-sensitivity.

The complex formation between Concanavalin A (Con A) and a polymer having pendant glucose groups was studied in order to design a glucose-sensitive polymer. The polymer having pendant glucose (poly(glucosyloxyethyl methacrylate) or (poly(GEMA)) forms a complex with Con A in tris HCl buffer (pH = 7.5). The solution then becomes turbid due to the multiple associations between poly(GEMA) and Con A. When free glucose or mannose are added to the turbid solution, the solution becomes transparent again. However, the addition of galactose does not cause the solution to be transparent. This indicates that Con A prefers to form a complex with free glucose or mannose (but not galactose) rather than with the pendant glucose in poly(GEMA). Therefore, the complex between poly(GEMA) and Con A is expected to be glucose- and mannose-sensitive. The apparent dissociation constants of the complexes between saccharide (poly(GEMA), glucose, and mannose) and Con A were also determined by affinity electrophoresis.

[1]  Allan S. Hoffman,et al.  Environmentally Sensitive Polymers and Hydrogels , 1991 .

[2]  M. Tichá,et al.  Studies on lectins. XXXI. Determination of dissociation constants of lectin. Sugar complexes by means of affinity electrophoresis. , 1977, Biochimica et biophysica acta.

[3]  S. W. Kim,et al.  Self-reguiating isnssultn delivery systems II. In vitro studies , 1984 .

[4]  L. Dong,et al.  Synthesis and application of thermally reversible heterogels for drug delivery , 1990 .

[5]  Allan S. Huffman,et al.  Thermally reversible hydrogels: II. Delivery and selective removal of substances from aqueous solutions , 1986 .

[6]  T. Okano,et al.  Glucose‐responsive complex formation between poly(vinyl alcohol) and poly(N‐vinyl‐2‐pyrrolidone) with pendent phenylboronic acid moieties , 1991 .

[7]  A S Hoffman,et al.  A novel immunoassay system and bioseparation process based on thermal phase separating polymers , 1987, Applied biochemistry and biotechnology.

[8]  T. Okano,et al.  Thermo-responsive swelling and drug release switching of interpenetrating polymer networks composed of poly(acrylamide-co-butyl methacrylate) and poly (acrylic acid) , 1991 .

[9]  J. Schultz.  Lectins-Biology, Biochemistry, Clinical Biochemistry. Band 1, Hrsg. von E. Bog-Hansen, Walter de Gruyter & Co., Berlin - New York, 1981. 414 S., DM 120,-. , 1982 .

[10]  T. Miyata,et al.  Swelling behavior of hydrogels containing phosphate groups , 1992 .

[11]  L. Dong,et al.  A novel approach for preparation of pH-sensitive hydrogels for enteric drug delivery , 1991 .

[12]  J. Feijen,et al.  Self-regulating insulin delivery systems I. Synthesis and characterization of glycosylated insulin , 1984 .

[13]  K. Kasai,et al.  Studies on the specific interaction of concanavalin A and saccharides by affinity chromatography. Application of quantitative affinity chromatography to a multivalent system. , 1981, Journal of biochemistry.

[14]  Teruo Okano,et al.  Temperature dependence of swelling of crosslinked poly(N,N′-alkyl substituted acrylamides) in water , 1990 .

[15]  A S Hoffman,et al.  Immobilization and characterization of beta-galactosidase in thermally reversible hydrogel beads. , 1990, Journal of biomedical materials research.

[16]  G M Edelman,et al.  The covalent and three-dimensional structure of concanavalin A. IV. Atomic coordinates, hydrogen bonding, and quaternary structure. , 1977, The Journal of biological chemistry.

[17]  I. Goldstein,et al.  PROTEIN-CARBOHYDRATE INTERACTION. II. INHIBITION STUDIES ON THE INTERACTION OF CONCANAVALIN A WITH POLYSACCHARIDES. , 1965, Biochemistry.

[18]  Allan S. Hoffman,et al.  Applications of thermally reversible polymers and hydrogels in therapeutics and diagnostics , 1987 .

[19]  T. Okano,et al.  A microcapsule self-regulating delivery system for insulin , 1990 .

[20]  Toyoichi Tanaka,et al.  Saccharide-sensitive phase transition of a lectin-loaded gel , 1991, Nature.

[21]  B. Dunn,et al.  Evaluation of quantitative affinity chromatography by comparison with kinetic and equilibrium dialysis methods for the analysis of nucleotide binding to staphylococcal nuclease. , 1975, Biochemistry.

[22]  L. Dong,et al.  Thermally reversible hydrogels: III. Immobilization of enzymes for feedback reaction control , 1986 .

[23]  J. Schultz,et al.  Affinity Sensor: A New Technique for Developing Implantable Sensors for Glucose and Other Metabolites , 1982, Diabetes Care.

[24]  I. Goldstein,et al.  An examination of the topography of the saccharide binding sites of concanavalin A and of the forces involved in complexation. , 1970, Biochemistry.

[25]  Toyoichi Tanaka,et al.  Biochemically controlled thermal phase transition of gels , 1991 .

[26]  T. Okano,et al.  A novel drug delivery system utilizing a glucose responsive polymer complex between poly (vinyl alcohol) and poly (N-vinyl-2-pyrrolidone) with a phenylboronic acid moiety , 1992 .

[27]  S. W. Kim,et al.  Self-regulated glycosylated insulin delivery , 1990 .

[28]  T. Okano,et al.  Thermo-sensitive polymers as on-off switches for drug release , 1987 .

[29]  Buddy D. Ratner,et al.  Glucose sensitive membranes for controlled delivery of insulin: Insulin transport studies , 1985 .

[30]  Isao Shinohara,et al.  Glucose Induced Permeation Control of Insulin through a Complex Membrane Consisting of Immobilized Glucose Oxidase and a Poly(amine) , 1984 .