Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A
Protein–carbohydrate interactions exhibit myriad intracellular recognition events, so understanding and investigating their specific interaction with high selectivity and strength are of crucial importance. In order to examine the effect of multivalent binding on the specificity of protein–carbohydr...
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| Format: | Article |
| Language: | English |
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MDPI AG
2017-01-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/22/1/157 |
| _version_ | 1811309308671950848 |
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| author | Deepti Diwan Kohei Shinkai Toshihiro Tetsuka Bin Cao Hidenao Arai Tetsuo Koyama Ken Hatano Koji Matsuoka |
| author_facet | Deepti Diwan Kohei Shinkai Toshihiro Tetsuka Bin Cao Hidenao Arai Tetsuo Koyama Ken Hatano Koji Matsuoka |
| author_sort | Deepti Diwan |
| collection | DOAJ |
| description | Protein–carbohydrate interactions exhibit myriad intracellular recognition events, so understanding and investigating their specific interaction with high selectivity and strength are of crucial importance. In order to examine the effect of multivalent binding on the specificity of protein–carbohydrate interactions, we synthesized mannose glycosides as a novel type of glycosylated monomer and glycopolymers of polyacrylamide derivatives with α-mannose (α-Man) by radical polymerization and monitored their strength of interaction with concanavalin A (Con A) by surface plasmon resonance (SPR) detection. In a quantitative test using the Con A-immobilized sensor surface, the kinetic affinity for the synthesized polymers, 8a (KD = 3.3 × 10−6 M) and 8b (KD = 5.3 × 10−5 M), were concentration-dependent, showing strong, specific molecular recognition abilities with lectin. Our study showed the enhancement in recognition specificity for multivalent saccharides, which is often mediated by cell surface carbohydrate-binding proteins that exhibit weak affinity and broad specificity for the individual ligands. |
| first_indexed | 2024-04-13T09:40:02Z |
| format | Article |
| id | doaj.art-a2a3c3903dc349d6941700eb5d00720b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T09:40:02Z |
| publishDate | 2017-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-a2a3c3903dc349d6941700eb5d00720b2022-12-22T02:51:57ZengMDPI AGMolecules1420-30492017-01-0122115710.3390/molecules22010157molecules22010157Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin ADeepti Diwan0Kohei Shinkai1Toshihiro Tetsuka2Bin Cao3Hidenao Arai4Tetsuo Koyama5Ken Hatano6Koji Matsuoka7Division of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanDivision of Material Science, Graduate School of Science and Engineering, Saitama University, Sakura, Saitama 338-8570, JapanProtein–carbohydrate interactions exhibit myriad intracellular recognition events, so understanding and investigating their specific interaction with high selectivity and strength are of crucial importance. In order to examine the effect of multivalent binding on the specificity of protein–carbohydrate interactions, we synthesized mannose glycosides as a novel type of glycosylated monomer and glycopolymers of polyacrylamide derivatives with α-mannose (α-Man) by radical polymerization and monitored their strength of interaction with concanavalin A (Con A) by surface plasmon resonance (SPR) detection. In a quantitative test using the Con A-immobilized sensor surface, the kinetic affinity for the synthesized polymers, 8a (KD = 3.3 × 10−6 M) and 8b (KD = 5.3 × 10−5 M), were concentration-dependent, showing strong, specific molecular recognition abilities with lectin. Our study showed the enhancement in recognition specificity for multivalent saccharides, which is often mediated by cell surface carbohydrate-binding proteins that exhibit weak affinity and broad specificity for the individual ligands.http://www.mdpi.com/1420-3049/22/1/157mannoseglycopolymersconcanavalin Asurface plasmon resonanceradical polymerizationkinetic affinity |
| spellingShingle | Deepti Diwan Kohei Shinkai Toshihiro Tetsuka Bin Cao Hidenao Arai Tetsuo Koyama Ken Hatano Koji Matsuoka Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A Molecules mannose glycopolymers concanavalin A surface plasmon resonance radical polymerization kinetic affinity |
| title | Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A |
| title_full | Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A |
| title_fullStr | Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A |
| title_full_unstemmed | Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A |
| title_short | Synthetic Assembly of Mannose Moieties Using Polymer Chemistry and the Biological Evaluation of Its Interaction towards Concanavalin A |
| title_sort | synthetic assembly of mannose moieties using polymer chemistry and the biological evaluation of its interaction towards concanavalin a |
| topic | mannose glycopolymers concanavalin A surface plasmon resonance radical polymerization kinetic affinity |
| url | http://www.mdpi.com/1420-3049/22/1/157 |
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