Homochiral synthesis of an aza analogue of S-adenosyl-L-methionine (AdoMet) and its binding to the E. coli methionine repressor protein (MetJ)
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 6,p. 791-792
- https://doi.org/10.1039/cc9960000791
Abstract
A synthesis of 5′-{N-[(S)-3-amino-3-carboxypropyl]-methylamino}-5′-deoxyadenosine from D-adenosine and (S)-glutamic acid is described; this product, AzaAdoMet 2, has a pKa of 7.10 for the tertiary amino group and so acts as a charge-switchable analogue of AdoMet 1,a key component of polyamine biosynthesis; the binding of both 1 and 2 to the E. coli methionine repressor protein is investigated by X-ray crystallography.Keywords
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