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Beilstein J. Org. Chem. 2014, 10, 3073–3086, doi:10.3762/bjoc.10.324
Graphical Abstract
Scheme 1: Synthesis of the alkynyl precursors 3, 6 and 8.
Scheme 2: Synthesis of the mono-(A)- and di-(B)-N-galactopyranosides and lactosides.
Scheme 3: Synthesis of the mono- and di-S-lactosides.
Figure 1: Analysis of 18 as acceptor substrate of TcTS. A: 18 (1 mM) and 3’-sialyllactose (SL, 1 mM), without...
Scheme 4: Sialylation of 18. SL: sialyllactose.
Figure 2: Inhibition of sialylation of LN by compounds 13 and 18. A: N-acetyllactosamine (LN, 1 mM), 3’-sialy...
Figure 3: Comparison of the 1H NMR spectra of 18 (A) and the sialylated derivative 25 (B).
Beilstein J. Org. Chem. 2014, 10, 1433–1444, doi:10.3762/bjoc.10.147
Figure 1: Types of PEG utilized for derivatization of drugs and peptides.
Figure 2: Activated PEG derivatives for conjugation.
Scheme 1: Chemoenzymatic method for the preparation of PEG-CMP-SA, adapted from [32,33].
Scheme 2: GlycoPEGylation by sequential in vitro, enzyme mediated, O-glycosylation followed by transfer of PE...
Scheme 3: Chemical glycation of a protein and PEGylation after periodate oxidation, adapted from [34].
Scheme 4: PEGylation of native glycosylated proteins after modification of the glycan. (A) Enzymatic modifica...
Scheme 5: PEGylation of a pentofuranose derivative, adapted from [41].
Scheme 6: Galactosyl PEGylation of polystyrene nanoparticles, adapted from [42].
Figure 3: Mannosyl PEGylated polyethylenimine for delivery systems. (A) Mannose and PEG are independently lin...
Figure 4: PEGylated mannose derivatives, adapted from [45].
Scheme 7: PEGylation of lactose analogs [53].
Scheme 8: Conjugation of lactose analogs with dendritic PEGs [54].
Figure 5: PEGylated chitosan derivative, adapted from [61].
Figure 6: Chitosan/PEG functionalized with a mannose at the distal end, adapted from [62].