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Hydroxyamines as a New Motif for the Molecular Recognition of Phosphodiesters: Implications for Aminogloycoside–RNA Interactions
Author(s) -
Hendrix Martin,
Alper Phil B.,
Priestley E. Scott,
Wong ChiHuey
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199700951
Subject(s) - chemistry , neomycin , rna , hydrogen bond , aminoglycoside , aqueous solution , antibiotics , stereochemistry , combinatorial chemistry , denticity , molecule , biophysics , biochemistry , crystallography , biology , crystal structure , organic chemistry , gene
Particularly stable complexes with bidentate binding are formed between 1,3‐hydroxyamines and dimethylphosphate, which serve as models of the complexes formed by aminoglycoside antibiotics such as neomycin B ( 1 ) and RNA phosphodiesters. This recognition motif involving a hydrogen bond with the hydroxyl group is also found in the complexation of anions by simple aminoglycosides in aqueous solution.