Structural highlights
Publication Abstract from PubMed
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.
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.,Suzuki T, Makyio H, Ando H, Komura N, Menjo M, Yamada Y, Imamura A, Ishida H, Wakatsuki S, Kato R, Kiso M Bioorg Med Chem. 2014 Apr 1;22(7):2090-101. doi: 10.1016/j.bmc.2014.02.023. Epub , 2014 Feb 25. PMID:24631362[1]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Suzuki T, Makyio H, Ando H, Komura N, Menjo M, Yamada Y, Imamura A, Ishida H, Wakatsuki S, Kato R, Kiso M. 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. Bioorg Med Chem. 2014 Apr 1;22(7):2090-101. doi: 10.1016/j.bmc.2014.02.023. Epub , 2014 Feb 25. PMID:24631362 doi:http://dx.doi.org/10.1016/j.bmc.2014.02.023
