The Biosynthesis of the 7-Deazaadenine Ribonucleoside, Tubercidin, by Streptomyces tubercidicus
Year: 1967
Type: article
Abstract: Studies on the biosynthesis of the 7-deazaadenine base of the antibiotic, tubercidin, in growing cultures of Streptomyces tubercidicus are described. Isotope incorporation patterns suggest that the pyrimido moiety of a purine serves as the precursor of the pyrimido portion of 7-deazaadenine and that carbon atoms 1 and 2 of ribose may be incorporated into the pyrrole moiety of 7-deazaadenine. These conclusions are based on the following experimental observations. Carbon atom 8 of adenine-8-14C is metabolized to 14CO2 during the biosynthesis of tubercidin. 14C from adenine-2-14C, but not adenine-8-14C, is incorporated into 7-deazaadenine. The extents of incorporation of glycine and formate into cellular adenine and 7-deazaadenine are similar. The addition of adenine to cultures of S. tubercidicus inhibits the incorporation of 14C from glycine-1-14C into both cellular adenine and 7-deazaadenine. Ribose-1-14C is incorporated into the 7-deazaadenine ring. The amide nitrogen of the glutamine and the amino nitrogen of aspartic acid are incorporated into 7-deazaadenine. The implications of these findings with respect to the biological transformation of purines to 7-deazaadenine are discussed.
Source: Journal of Biological Chemistry
Authors: Mark E. Smulson, R.J. Suhadolnik
Institution: Jefferson Einstein Philadelphia Hospital
Language: English
Subfield: Pharmacology
Field: Medicine
Domain: Health Sciences
Open Access status: hybrid
Estimated APC paid: $3,430
OpenAlex ID: W1551105161