Abstract
The structural effects of chemical modifications upon the affinity of purine nucleosides to cytidine-transport system in Bacillus subtilis were investigated using a series of modified derivatives. The interaction involves protein molecule(s) which require the presence and proper orientation of the sugar residue and its hydroxylic functions. Moreover, a specific interaction with the heterocyclic ring system is involved in the process which results in a requirement for an aromatic π -electron system and an absence of a polarizable function at position 6 of the purine heterocycle. The region in the protein responsible for the latter interaction is rather limited and, consequently, a proper nucleoside conformation is required.
Full text
PDF
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- HOLMES R. E., ROBINS R. K. PURINE NUCLEOSIDES. IX. THE SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES. J Am Chem Soc. 1965 Apr 20;87:1772–1776. doi: 10.1021/ja01086a028. [DOI] [PubMed] [Google Scholar]
- Ikehara M., Uesugi S., Yoshida K. Studies on the conformation of purine nucleosides and their 5'-phosphates. Biochemistry. 1972 Feb 29;11(5):830–836. doi: 10.1021/bi00755a023. [DOI] [PubMed] [Google Scholar]
- Komatsu Y. Adenosine uptake by isolated membrane vesicles from Escherichia coli K-12. Biochim Biophys Acta. 1973 Dec 13;330(2):206–221. doi: 10.1016/0005-2736(73)90226-5. [DOI] [PubMed] [Google Scholar]
- Roy-Burman S., Visser D. W. Transport studies of showdomycin, nucleosides and sugars in Escherichia coli B and in showdomycin-resistant mutants. Biochim Biophys Acta. 1972 Sep 1;282(1):383–392. doi: 10.1016/0005-2736(72)90343-4. [DOI] [PubMed] [Google Scholar]