Unsymmetrical phosphites react efficiently in a Staudinger reaction with p-azido-phenylalanine, which can be applied for the biotinylation of proteins, thereby expanding the scope of the chemoselective Staudinger-phosphite reaction of aryl azides with symmetrical phosphites to the corresponding phosphoramidates.
A new sialic acid in the house! A biosynthetic approach gives access to previously inaccessible C7 modifications of sialic acids in living cells. Metabolic incorporation of synthetically derived N‐acetyl‐4‐azido‐4‐deoxymannosamine (see scheme) into glycans of mammalian cells and zebrafish larvae preserves the bioorthogonal functionality of its azido group for subsequent labeling with biophysical probes.
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