Amino groups reactions, with glucose

Since lysine is an essential amino acid, its e-amino group has special significance. The reaction with glucose gives e-lV-deoxyfructosyllysine (see Scheme 2.4). 

This enzyme [EC 2.7.7.46] catalyzes the reaction of a nucleoside triphosphate with gentamicin to produce a 2"-nucleotidylgentamicin and pyrophosphate (or, diphosphate). The nucleoside triphosphate can be ATP, dATP, CTP, ITP, or GTP. Kanamycin, tobramycin, and sisomicin can also act as the acceptor substrate. The nucleotidyl residue is transferred to the 2-hydroxyl group of the 3-amino-3-deoxy-D-glucose moiety in the acceptor substrate. 

This reaction has been compared81 with the nitrous acid deamination of 2-amino-2-deoxy-D-glucose attack by a bromonium ion could lead to an intermediate, alkyl-iodonium cation (2-C-I-Br) , which would decompose through nucleophilic attack by 0-5, which is antiparallel to the leaving group at C-2. 

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