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Johannes F.g. Vliegenthart - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of two analogues of the sda determinant replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: Paul B Van Seeventer, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Abstract Two analogues of the Sd a determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β- d -Gal p NAc -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → O)( CH 2 ) 5 NH 2 and β- d -Gal p NAc -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → 0) (CH 2 ) 5 NH 2 . 5-Azidopentyl (2,6- di -O- benzyl -β- d -galactopyranosyl )-(1 → 4)-3,6- di -O- benzyl -2- deoxy -2- phthalimido -β- d -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3′ of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4′ with 3,4,6- tri -O- acetyl -2- deoxy -2- phthalimido -β- d - galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms. Two analogues of the Sd a determinant tetrasaccharide have been synthesized aimed at the investigation of the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are; β- d -Gal p NAC -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 and β- d -Gal p NAC -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 .

  • Synthesis of two analogues of the Sda determinant. Replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: PAUL BASTIAAN VAN SEEVENTER, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Two analogues of the Sda determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β-D-GalpNAc-(1 → 4)-3-O-SO3H-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2 and β-D-GalpNac-(1 → 4)-3-O-CH2COOH-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2. 5-Azidopentyl (2,6-di-O- benzyl-β-D-galactopyranosyl)-(1 → 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3' of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4' with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms.

Michael A. Corsten - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of two analogues of the sda determinant replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: Paul B Van Seeventer, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Abstract Two analogues of the Sd a determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β- d -Gal p NAc -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → O)( CH 2 ) 5 NH 2 and β- d -Gal p NAc -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → 0) (CH 2 ) 5 NH 2 . 5-Azidopentyl (2,6- di -O- benzyl -β- d -galactopyranosyl )-(1 → 4)-3,6- di -O- benzyl -2- deoxy -2- phthalimido -β- d -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3′ of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4′ with 3,4,6- tri -O- acetyl -2- deoxy -2- phthalimido -β- d - galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms. Two analogues of the Sd a determinant tetrasaccharide have been synthesized aimed at the investigation of the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are; β- d -Gal p NAC -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 and β- d -Gal p NAC -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 .

  • Synthesis of two analogues of the Sda determinant. Replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: PAUL BASTIAAN VAN SEEVENTER, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Two analogues of the Sda determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β-D-GalpNAc-(1 → 4)-3-O-SO3H-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2 and β-D-GalpNac-(1 → 4)-3-O-CH2COOH-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2. 5-Azidopentyl (2,6-di-O- benzyl-β-D-galactopyranosyl)-(1 → 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3' of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4' with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms.

Johannis P. Kamerling - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of two analogues of the sda determinant replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: Paul B Van Seeventer, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Abstract Two analogues of the Sd a determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β- d -Gal p NAc -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → O)( CH 2 ) 5 NH 2 and β- d -Gal p NAc -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → 0) (CH 2 ) 5 NH 2 . 5-Azidopentyl (2,6- di -O- benzyl -β- d -galactopyranosyl )-(1 → 4)-3,6- di -O- benzyl -2- deoxy -2- phthalimido -β- d -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3′ of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4′ with 3,4,6- tri -O- acetyl -2- deoxy -2- phthalimido -β- d - galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms. Two analogues of the Sd a determinant tetrasaccharide have been synthesized aimed at the investigation of the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are; β- d -Gal p NAC -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 and β- d -Gal p NAC -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 .

  • Synthesis of two analogues of the Sda determinant. Replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: PAUL BASTIAAN VAN SEEVENTER, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Two analogues of the Sda determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β-D-GalpNAc-(1 → 4)-3-O-SO3H-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2 and β-D-GalpNac-(1 → 4)-3-O-CH2COOH-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2. 5-Azidopentyl (2,6-di-O- benzyl-β-D-galactopyranosyl)-(1 → 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3' of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4' with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms.

Miriam P. Sanders - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of two analogues of the sda determinant replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: Paul B Van Seeventer, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Abstract Two analogues of the Sd a determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β- d -Gal p NAc -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → O)( CH 2 ) 5 NH 2 and β- d -Gal p NAc -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAc -(1 → 0) (CH 2 ) 5 NH 2 . 5-Azidopentyl (2,6- di -O- benzyl -β- d -galactopyranosyl )-(1 → 4)-3,6- di -O- benzyl -2- deoxy -2- phthalimido -β- d -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3′ of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4′ with 3,4,6- tri -O- acetyl -2- deoxy -2- phthalimido -β- d - galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms. Two analogues of the Sd a determinant tetrasaccharide have been synthesized aimed at the investigation of the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are; β- d -Gal p NAC -(1 → 4)-3-O- SO 3 H -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 and β- d -Gal p NAC -(1 → 4)-3-O- CH 2 COOH -β- d -Gal p-(1 → 4)-β- d -Glc p NAC -(1 → O ) (CH 2 ) 5 NH 2 .

  • Synthesis of two analogues of the Sda determinant. Replacement of the sialic acid residue by a sulfate or a Carboxymethyl Group
    Carbohydrate Research, 1997
    Co-Authors: PAUL BASTIAAN VAN SEEVENTER, Miriam P. Sanders, Michael A. Corsten, Johannis P. Kamerling, Johannes F.g. Vliegenthart
    Abstract:

    Two analogues of the Sda determinant tetrasaccharide have been synthesized in order to investigate the physiological role of this carbohydrate moiety. These saccharides, having two different anionic substitutes for the sialic acid residue, are: β-D-GalpNAc-(1 → 4)-3-O-SO3H-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2 and β-D-GalpNac-(1 → 4)-3-O-CH2COOH-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → O)(CH2)5NH2. 5-Azidopentyl (2,6-di-O- benzyl-β-D-galactopyranosyl)-(1 → 4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D -glucopyranoside served as a general building block. The trisaccharides were obtained after prior selective derivatization of HO-3' of the disaccharide derivative via a dibutyltin oxide mediated reaction, followed by coupling at HO-4' with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate, and processing of the formed trisaccharide derivatives into their free forms.

Kunio Takeda - One of the best experts on this subject based on the ideXlab platform.

  • kinetic study of the proton association dissociation of the functional Group on Carboxymethyl sephadex c 25 by the pressure jump method with conductivity detection
    Journal of Colloid and Interface Science, 1992
    Co-Authors: Kazuaki Hachiya, Kazuo Yamamoto, Tadaomi Inoue, Kunio Takeda
    Abstract:

    Abstract A kinetic study of the proton association—dissociation reaction on a Sephadex C-25 surface was made taking into account its surface potentials. The Sephadex C-25 itself had a ζ-potential of −32 mV in 3 m M NaCI solution. In order to explain this, the amount of negatively charged Groups which the Sephadex originally had was determined by HCl titration. Then, the sum of the amount determined by this titration (0.82 mmol/g) and the amount determined by the usual NaOH titration (4.3 mmol/g) was used as the total amount of functional Groups in calculating the acid dissociation constant, K a . The surface potential of the Sephadex was estimated from the K a . In parallel, the rate of the reaction was measured by a pressure-jump method with conductivity detection. A single relaxation was observed in the time scale of 0.1 s. The relaxation time became fast with an increase in pH. On the basis of the pH dependences of the relaxation time and the above surface potential, the relaxation was attributed to the proton association—dissociation reaction of functional Groups (predominantly the Carboxymethyl Group) of the Sephadex.