Antibodies directed against the thiomannose moiety of a glycoconjugate of 2-imino-2-methoxyethyl 1-thio-α-d-mannopyranoside and bovine serum albumin

Pazur, John H.; Liu, Belin; Li, Nan Q.; Lee, Yuan Chan

doi:10.1007/bf01025305

Cited by 4 publications

(2 citation statements)

References 24 publications

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“…These molecules are favorable target molecules in synthesis, able to resist enzymatic or acidic hydrolysis [1,3], which significantly potentiates their use in biological studies, e.g., as inducers [7], enzyme inhibitors [8], therapeutics [9], or ligands for the purification of proteins by affinity chromatography [10]. Although the general use of thio-analogs as receptor-active carbohydrate ligands has occasionally been questioned, several studies have shown potent activities of these structures.…”

Section: Introductionmentioning

confidence: 99%

Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs

Deng

Wang

Uppalapati

et al. 2013

Pure and Applied Chemistry

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The use of thioglycosides and other glycan derivatives with anomeric sulfur linkages is gaining increasing interest, both in synthesis and in various biological contexts. Herein, we demonstrate the occurrence and circumvention of anomerization during 1-S-glycosylation reactions, and present highly efficient and stereocontrolled syntheses of a series of photoprobe-thiosaccharide conjugates. Mutarotation of glycosyl thiols proved to be the origin of the anomeric mixtures formed, and kinetic effects could be used to circumvent anomerization. The synthesized carbohydrate conjugates were then evaluated by both solution- and solid-phase-based techniques. Both binding results showed that the S-linked glyco-sides interact with their cognate lectins comparably to the corresponding O-analogs in the present cases, thus demonstrating the reliability of the solid-support platform built upon our photo-initiated carbohydrate immobilization method for probing protein bindings, and showing the potential of combining these two means for studying carbohydrate–protein interactions.

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Section: Introductionmentioning

confidence: 99%

Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs

Deng

Wang

Uppalapati

et al. 2013

Pure and Applied Chemistry

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“…A two-column affinity chromatography method has been devised and used to separate the antibodies in immune sera (Pazur, 1990). One adsorbent was fucose-Sepharose-4B and the second was BSA-Sepharose-4B.…”

Section: Affinity Chromatographymentioning

confidence: 99%

Isolation and characterization of sets of anti-l-fucose and anti-bovine serum albumin antibodies directed against a glycoconjugate ofl-fucose and bovine serum albumin

1994

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A set of anti-carbohydrate antibodies and a set of anti-protein antibodies were isolated from the serum of rabbits immunized with a glycoconjugate of L-fucose and bovine serum albumin. The sets were separated by affinity chromatography by a two-column method on adsorbents with L-fucose or bovine serum albumin ligands. Isoelectrofocusing results showed that the anti-carbohydrate antibodies consisted of 11 molecular species and the anti-bovine serum albumin antibodies consisted of seven molecular species. The anti-carbohydrate antibodies are all of the IgG type while the anti-protein antibodies contain three types of globulin molecules, IgA, IgG, and IgM. The former antibodies should be useful as markers for unique glycoproteins of diseased cells and the latter antibodies may be useful for investigating the mechanism of simultaneous synthesis of three types of immunoglobulins.

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Anti-Carbohydrate Antibodies with Specificity for Monosaccharide and Oligosaccharide Units of Antigens

Pazur¹

1998

Advances in Carbohydrate Chemistry and Biochemistry

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Antibodies directed against the thiomannose moiety of a glycoconjugate of 2-imino-2-methoxyethyl 1-thio-α-d-mannopyranoside and bovine serum albumin

Cited by 4 publications

References 24 publications

Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs

Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs

Isolation and characterization of sets of anti-l-fucose and anti-bovine serum albumin antibodies directed against a glycoconjugate ofl-fucose and bovine serum albumin

Anti-Carbohydrate Antibodies with Specificity for Monosaccharide and Oligosaccharide Units of Antigens

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