Synthesis and Molecular Recognition Studies of the HNK-1 Trisaccharide and Related Oligosaccharides. The Specificity of Monoclonal Anti-HNK-1 Antibodies as Assessed by Surface Plasmon Resonance and STD NMR.
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| Title: | Synthesis and Molecular Recognition Studies of the HNK-1 Trisaccharide and Related Oligosaccharides. The Specificity of Monoclonal Anti-HNK-1 Antibodies as Assessed by Surface Plasmon Resonance and STD NMR. |
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| Authors: | Tsvetkov, Yury E.1, Burg-Roderfeld, Monika2, Loers, Gabriele3, Ardá, Ana4, Sukhova, Elena V.1, Khatuntseva, Elena A.1, Grachev, Alexey A.1, Chizhov, Alexander O.1, Siebert, Hans-Christian2, Schachner, Melitta3, Jiménez-Barbero, Jesús4, Nifanfiev, Nikolay E.1 nen@ioc.ac.ru |
| Source: | Journal of the American Chemical Society. 1/11/2012, Vol. 134 Issue 1, p426-435. 10p. |
| Subjects: | Organic synthesis, Killer cells, Trisaccharides, Oligosaccharides, Monoclonal antibodies, Surface plasmon resonance, Nuclear magnetic resonance |
| Abstract: | The human natural killer cell carbohydrate, HNK-1, plays function-conducive roles in peripheral nerve regeneration and synaptic plasticity. It is also the target of autoantibodies in polyneuropathies. It is thus important to synthesize structurally related HNK-1 carbohydrates for optimizing its function-conducive roles, and for diagnosis and neutralization of autoantibodies in the fatal Guillain-Barre syndrome. As a first step toward these goals, we have synthesized several HNK-1 carbohydrate derivatives to assess the specificity of monoclonal HNK-1 antibodies from rodents: 2-aminoethyl glycosides of selectively O-sulfated trisaccharide corresponding to the HNK-1 antigen, its nonsulfated analogue, and modified structures containing 3-O-fucosyl or 6-O-sulfo substituents in the N-acetylglucosamine residues. These were converted, together with several related oligosaccharides, into biotin-tagged probes to analyze the precise carbohydrate specificity of two anti-HNK-1 antibodies by surface plasmon resonance that revealed a crucial role of the glucuronic acid in antibody binding. The contribution of the different oligosaccharide moieties in the interaction was shown by saturation transfer difference (STD) NMR of the complex consisting of the HNK-1 pentasaccharide and the HNK-1 412 antibody. [ABSTRACT FROM AUTHOR] |
| Copyright of Journal of the American Chemical Society is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 70495618 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Synthesis and Molecular Recognition Studies of the HNK-1 Trisaccharide and Related Oligosaccharides. The Specificity of Monoclonal Anti-HNK-1 Antibodies as Assessed by Surface Plasmon Resonance and STD NMR. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Tsvetkov%2C+Yury+E%2E%22">Tsvetkov, Yury E.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Burg-Roderfeld%2C+Monika%22">Burg-Roderfeld, Monika</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Loers%2C+Gabriele%22">Loers, Gabriele</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Ardá%2C+Ana%22">Ardá, Ana</searchLink><relatesTo>4</relatesTo><br /><searchLink fieldCode="AR" term="%22Sukhova%2C+Elena+V%2E%22">Sukhova, Elena V.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Khatuntseva%2C+Elena+A%2E%22">Khatuntseva, Elena A.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Grachev%2C+Alexey+A%2E%22">Grachev, Alexey A.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Chizhov%2C+Alexander+O%2E%22">Chizhov, Alexander O.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Siebert%2C+Hans-Christian%22">Siebert, Hans-Christian</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Schachner%2C+Melitta%22">Schachner, Melitta</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Jiménez-Barbero%2C+Jesús%22">Jiménez-Barbero, Jesús</searchLink><relatesTo>4</relatesTo><br /><searchLink fieldCode="AR" term="%22Nifanfiev%2C+Nikolay+E%2E%22">Nifanfiev, Nikolay E.</searchLink><relatesTo>1</relatesTo><i> nen@ioc.ac.ru</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Journal+of+the+American+Chemical+Society%22">Journal of the American Chemical Society</searchLink>. 1/11/2012, Vol. 134 Issue 1, p426-435. 10p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Organic+synthesis%22">Organic synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Killer+cells%22">Killer cells</searchLink><br /><searchLink fieldCode="DE" term="%22Trisaccharides%22">Trisaccharides</searchLink><br /><searchLink fieldCode="DE" term="%22Oligosaccharides%22">Oligosaccharides</searchLink><br /><searchLink fieldCode="DE" term="%22Monoclonal+antibodies%22">Monoclonal antibodies</searchLink><br /><searchLink fieldCode="DE" term="%22Surface+plasmon+resonance%22">Surface plasmon resonance</searchLink><br /><searchLink fieldCode="DE" term="%22Nuclear+magnetic+resonance%22">Nuclear magnetic resonance</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: The human natural killer cell carbohydrate, HNK-1, plays function-conducive roles in peripheral nerve regeneration and synaptic plasticity. It is also the target of autoantibodies in polyneuropathies. It is thus important to synthesize structurally related HNK-1 carbohydrates for optimizing its function-conducive roles, and for diagnosis and neutralization of autoantibodies in the fatal Guillain-Barre syndrome. As a first step toward these goals, we have synthesized several HNK-1 carbohydrate derivatives to assess the specificity of monoclonal HNK-1 antibodies from rodents: 2-aminoethyl glycosides of selectively O-sulfated trisaccharide corresponding to the HNK-1 antigen, its nonsulfated analogue, and modified structures containing 3-O-fucosyl or 6-O-sulfo substituents in the N-acetylglucosamine residues. These were converted, together with several related oligosaccharides, into biotin-tagged probes to analyze the precise carbohydrate specificity of two anti-HNK-1 antibodies by surface plasmon resonance that revealed a crucial role of the glucuronic acid in antibody binding. The contribution of the different oligosaccharide moieties in the interaction was shown by saturation transfer difference (STD) NMR of the complex consisting of the HNK-1 pentasaccharide and the HNK-1 412 antibody. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Journal of the American Chemical Society is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1021/ja2083015 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 10 StartPage: 426 Subjects: – SubjectFull: Organic synthesis Type: general – SubjectFull: Killer cells Type: general – SubjectFull: Trisaccharides Type: general – SubjectFull: Oligosaccharides Type: general – SubjectFull: Monoclonal antibodies Type: general – SubjectFull: Surface plasmon resonance Type: general – SubjectFull: Nuclear magnetic resonance Type: general Titles: – TitleFull: Synthesis and Molecular Recognition Studies of the HNK-1 Trisaccharide and Related Oligosaccharides. The Specificity of Monoclonal Anti-HNK-1 Antibodies as Assessed by Surface Plasmon Resonance and STD NMR. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Tsvetkov, Yury E. – PersonEntity: Name: NameFull: Burg-Roderfeld, Monika – PersonEntity: Name: NameFull: Loers, Gabriele – PersonEntity: Name: NameFull: Ardá, Ana – PersonEntity: Name: NameFull: Sukhova, Elena V. – PersonEntity: Name: NameFull: Khatuntseva, Elena A. – PersonEntity: Name: NameFull: Grachev, Alexey A. – PersonEntity: Name: NameFull: Chizhov, Alexander O. – PersonEntity: Name: NameFull: Siebert, Hans-Christian – PersonEntity: Name: NameFull: Schachner, Melitta – PersonEntity: Name: NameFull: Jiménez-Barbero, Jesús – PersonEntity: Name: NameFull: Nifanfiev, Nikolay E. IsPartOfRelationships: – BibEntity: Dates: – D: 11 M: 01 Text: 1/11/2012 Type: published Y: 2012 Identifiers: – Type: issn-print Value: 00027863 Numbering: – Type: volume Value: 134 – Type: issue Value: 1 Titles: – TitleFull: Journal of the American Chemical Society Type: main |
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