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Nucleic Acids Research, 1977, Vol. 4, No. 7 2161-2168
© 1977

Articles

Covalent attachment of fluorescent probes to the X-base of Escherichia coli phenylalanine transfer ribonucleic acid

Peter W. Schiller and Alan N. Schechter

Laboratory of Chemical Biology, National Institute of Arthritis, Metabolism, and Digestive Diseases, National Institutes of Health Bethesda, MD 20014, USA

Received March 23, 1977. Formula was labeled with the N-hydroxysuccinimide esters of 1-dimethylaminaphthalene-5-sulfonyl glycine and N-methylanthranilic acid through reaction with the amino acid moiety of its X-base, whereby yields of 66% and 24%, respectively, were obtained. The purified dimethylaminonaphthalene-sulfonate derivative could not be aminoacylated and was found to a strong competitive inhibitor of phenyialanine-tRNA synthetase [Ki=8x10–7 M]. The N-methylanthraniloyl could be charged to an exten of 5% as compared to native tRNAPhe. The fluorescence emission spectra of the derivatives are indicative of a slightly hydrophobic environment for both fluorophores. The results suggest that the integrity of the polar amino acid group of the X-base is required for the maintenance of the biologically active conformation.


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