Two birds are killed with one stone when N-glycopeptides are synthesized by condensation of photoreactive peptides with glycosylamines. Firstly, the aspartic acid side chain is protected as an amide with a nitroindoline moiety, which is then converted into a powerful acylating agent by UV light. Secondly, photoacylation is carried out under base-free conditions, which minimizes an undesired side reaction, the formation of aspartimide.
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Kaneshiro et al. (2006) studied this question.
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