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Beilstein J. Org. Chem. 2019, 15, 584–601, doi:10.3762/bjoc.15.54
Graphical Abstract
Figure 1: Cyclopropene-modified mannosamine, glucosamine and galactosamine derivatives employed for MGE.
Figure 2: A) Reaction of ManNCyc and ManNCp, respectively, with Tz-PEG-OH to determine second-order rate cons...
Scheme 1: MGE with cyclopropene-modified mannosamines. Cells were grown with sugar for 48 hours and then incu...
Figure 3: HEK 293T cells were grown with 100 μM Ac4ManNCyc, Ac4ManNCp, Ac4ManNCyoc or DMSO only (negative con...
Scheme 2: Synthesis of Ac4ManNCp(H2) and Ac4ManNCyc(H2) and the corresponding DMB-labeled sialic acids. C/A =...
Scheme 3: Synthesis of Ac4ManNCyoc(H2) and the corresponding DMB-labeled sialic acid.
Scheme 4: Synthesis of Ac4GlcNCp and Ac4GalNCp.
Figure 4: HEK 293T cells were grown with 100 μM Ac4ManNCp, Ac4GlcNCp, Ac4GalNCp or DMSO only (negative contro...
Figure 5: HEK 293T cells were grown with 100 μM Ac4GlcNCp, Ac4GalNCp or DMSO only (negative control) for 48 h...
Figure 6: HEK 293T cells were grown with 50 μM (A) or 100 μM (B) Ac4GlcNCp, Ac4GlcNCyoc or DMSO only (negativ...
Figure 7: Western blot analysis of soluble glycoproteins. HEK 293T cells were grown for 48 h with 100 μM Ac4M...
Scheme 5: Synthesis of Ac4GlcNCp(H2) and Ac4GlcNCyoc(H2).