It is possible to envision an Amadori rearrangement of an N-glycoside formed at an asparagine amide-NH 2
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It is possible to envision an Amadori rearrangement of an N-glycoside formed at an asparagine amide-NH2 group. In fact, this does not occur because the imine required for the rearrangement does not form. Use the mechanism of imine formation to explain why. (The inability of asparagine N-glycosides to undergo this reaction is probably why asparagine rather than lysine evolved as the amino acid residue involved in N-glycoside formation.)
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As described in Sec 1911A primary amines react with aldehydes to form imines An example is shown in ...View the full answer
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