Expanded potential of seleno-carbohydrates as a molecular tool for X-ray structural determination of a carbohydrate-protein complex with single/multi-wavelength anomalous dispersion phasing
| Autor: | Makoto Kiso, Tatsuya Suzuki, Masanori Menjo, Hiromune Ando, Ryuichi Kato, Naoko Komura, Hideharu Ishida, Soichi Wakatsuki, Hisayoshi Makyio, Yusuke Yamada, Akihiro Imamura |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
chemistry.chemical_classification
Models Molecular Molecular Structure Chemistry Galectins Organic Chemistry Clinical Biochemistry X-ray Carbohydrates Pharmaceutical Science chemistry.chemical_element Carbohydrate Crystallography X-Ray Biochemistry Phaser Crystallography Reagent Organoselenium Compounds Drug Discovery Molecular Medicine Monosaccharide Humans Multi-wavelength anomalous dispersion Molecular Biology Selenium |
| Zdroj: | Bioorganicmedicinal chemistry. 22(7) |
| ISSN: | 1464-3391 |
| Popis: | Seleno-lactoses have been successfully synthesized as candidates for mimicking carbohydrate ligands for human galectin-9 N-terminal carbohydrate recognition domain (NCRD). Selenium was introduced into the mono- or di-saccharides using p-methylselenobenzoic anhydride (Tol2Se) as a novel selenating reagent. The TolSe-substituted monosaccharides were converted into selenoglycosyl donors or acceptors, which were reacted with coupling partners to afford seleno-lactoses. The seleno-lactoses were converted to the target compounds. The structure of human galectin-9 NCRD co-crystallized with 6-MeSe-lactose was determined with single/multi-wavelength anomalous dispersion (SAD/MAD) phasing and was similar to that of the co-crystal with natural lactose. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect