Mj. Thompson et al., SYNTHESIS OF AN AZA-ANALOG OF S-ADENOSYL-L-METHIONINE AND ITS BINDINGTO THE ESCHERICHIA-COLI METHIONINE REPRESSOR PROTEIN (METJ), Collection of Czechoslovak Chemical Communications, 61, 1996, pp. 85-87
Synthesis of ino-3-carboxypropyl]methylamino]-5'-deoxyadenosine is des
cribed from D-adenosine and (S)-glutamic acid. This product, AzaAdoMet
2, has a pK(a) of 7.10 for the tertiary amino group and so acts as a
charge-switchable analogue of AdoMet 1. The binding of both 1 and 2 to
the E. coli methionine repressor protein has been investigated by X-r
ay crystallography.