5h47

Publication Abstract from PubMed

Selenium-incorporated fucoses (seleno-fucoses) differing in the position of the seleno-substituent were synthesized and applied to the X-ray structural determination of a carbohydrate-lectin complex using single/multi-wavelength anomalous dispersion (SAD/MAD) phasing. The hydroxyl groups at the C-1, -2, -3 and -4 position of fucose were individually substituted with a methylseleno group via a transacetalization reaction using MeSeCH2OBn or by an SN2 reaction with TolSe- equivalents to afford the corresponding MeSe-fucose. The three-dimensional structures of a fucose-binding lectin complexed with several of these MeSe-fucoses have been determined by SAD/MAD phasing by utilizing the diffraction of selenium in the bound MeSe-fucoses.

Synthesis of seleno-fucose compounds and their application to the X-ray structural determination of carbohydrate-lectin complexes using single/multi-wavelength anomalous dispersion phasing.,Shimabukuro J, Makyio H, Suzuki T, Nishikawa Y, Kawasaki M, Imamura A, Ishida H, Ando H, Kato R, Kiso M Bioorg Med Chem. 2016 Dec 19. pii: S0968-0896(16)31172-5. doi:, 10.1016/j.bmc.2016.12.021. PMID:28041800^[1]

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.