Enzymic acylation of oxdized-reduced transfer ribonucleic acid by Escherichia coli, yeast, and rat liver synthetases occurs almost exclusively at the 2'-hydroxyl

Biochemistry ◽  
1974 ◽  
Vol 13 (26) ◽  
pp. 5425-5432 ◽  
Author(s):  
James Ofengand ◽  
Stanislav Chladek ◽  
George Robilard ◽  
Joan Bierbaum
1975 ◽  
Vol 149 (1) ◽  
pp. 209-220 ◽  
Author(s):  
John Gooch ◽  
Arthur O. Hawtrey

1. The thiol-containing analogue of puromycin, 6-dimethylamino-9-{1′-[3′-(2″-mercapto-3″-phenylpropionamido)-3′-deoxy-β-d-ribofuranosyl]}purine (XVII) in which the primary amino group of the antibiotic is replaced with a thiol grouping, was synthesized chemically (compound XVII is abbreviated to thiopuromycin). 2. Thiopuromycin (XVII) was found to be active in releasing N-[3H]acetylphenylalanine from its tRNA carrier as the thioester, N-acetylphenylalanylthiopuromycin (XIX) in the Escherichia coli ribosomal system. The reaction product (XIX) was synthesized chemically from thiopuromycin and N-acetylphenylalanine and found to be stable to hydrolysis in the standard incubation medium at pH7.6. dl-Phenyl-lactylpuromycin (XXI), the hydroxy analogue of puromycin, was also synthesized chemically and shown to release N-acetylphenylalanine from its tRNA carrier in the E. coli ribosomal system, thus confirming the previous results of Fahnestock et al. [Biochemistry (1970) 9, 2477–2483]. 3. In marked contrast with the results obtained in the E. coli system, both thiopuromycin (XVII) and hydroxypuromycin (XXI) were found to be inactive in releasing N-acetylphenylalanine from its tRNA carrier in the rat liver ribosomal system.


1972 ◽  
Vol 127 (3) ◽  
pp. 515-519 ◽  
Author(s):  
Girish B. Chheda ◽  
Chung Il Hong ◽  
Conrad F. Piskorz ◽  
G. A. Harmon

l-[U-14C]Threonine is incorporated into N-(purin-6-ylcarbamoyl)-l-threonine riboside of rat liver and Escherichia coli tRNA. A pathway is suggested for the biosynthesis of this nucleoside.


1970 ◽  
Vol 245 (6) ◽  
pp. 1401-1406 ◽  
Author(s):  
H. Hayashi ◽  
J.R. Knowles ◽  
Jon R. Katze ◽  
J. Lapointe ◽  
Dieter Söll

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