論文 - 詳細
| RRC ID | 18107 |
|---|---|
| 著者 | Kurita K, Matsumura Y, Takahara H, Hatta K, Shimojoh M. |
| タイトル | Synthesis and macrophage activation of lentinan-mimic branched amino polysaccharides: curdlans having N-Acetyl-d-glucosamine branches. |
| ジャーナル | Biomacromolecules |
| Abstract |
N-Acetyl-d-glucosamine branches were incorporated at the C-6 position of curdlan, a linear β-1,3-d-glucan, and the resulting nonnatural branched polysaccharides were evaluated in terms of the immunomodulation activities in comparison with lentinan, a β-1,3-d-glucan having d-glucose branches at C-6. To incorporate the amino sugar branches, we conducted a series of regioselective protection-deprotections of curdlan involving triphenylmethylation at C-6, phenylcarbamoylation at C-2 and C-4, and detriphenylmethylation. Subsequent glycosylation with a d-glucosamine-derived oxazoline, followed by deprotection gave rise to the branched curdlans with various substitution degrees. The products exhibited remarkable solubility in both organic solvents and water. Their immunomodulation activities were determined using mouse macrophagelike cells, and the secretions of both the tumor necrosis factor and nitric oxide proved to be significantly higher than those with lentinan. These results conclude that the amino sugar/curdlan hybrid materials are promising as a new type of polysaccharide immunoadjuvants useful for cancer chemotherapy. |
| 巻・号 | 12(6) |
| ページ | 2267-74 |
| 公開日 | 2011-6-13 |
| DOI | 10.1021/bm200353m |
| PMID | 21526779 |
| MeSH | Acetylglucosamine / chemistry Adjuvants, Immunologic / chemical synthesis* Adjuvants, Immunologic / pharmacology Animals Biomimetic Materials / chemical synthesis* Biomimetic Materials / pharmacology Carbohydrate Sequence Cell Line Glucose / chemistry Glycosylation Immunologic Factors / chemical synthesis* Immunologic Factors / pharmacology Lentinan / chemistry* Lentinan / immunology Lentinan / pharmacology Macrophage Activation / drug effects Macrophages / drug effects Macrophages / immunology* Magnetic Resonance Spectroscopy Methylation Mice Molecular Mimicry / immunology Molecular Sequence Data Nitric Oxide / biosynthesis Solubility Tumor Necrosis Factor-alpha / biosynthesis beta-Glucans / chemistry* beta-Glucans / immunology beta-Glucans / pharmacology |
| IF | 6.092 |
| 引用数 | 19 |
| WOS 分野 | POLYMER SCIENCE CHEMISTRY, ORGANIC BIOCHEMISTRY & MOLECULAR BIOLOGY |
| リソース情報 | |
| ヒト・動物細胞 | L929(RCB1422) |