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Conformational study of ribonucleotides, 2′-deoxyribonucleotides, and arabinonucleotides by carbon-13 nuclear magnetic resonance

✍ Scribed by Wayne J. P. Blonski; Frank E. Hruska; Krishan L. Sadana; Peter C. Loewen

Publisher
Wiley (John Wiley & Sons)
Year
1983
Tongue
English
Weight
671 KB
Volume
22
Category
Article
ISSN
0006-3525

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✦ Synopsis

Abstract

The geminal and vicinal ^13^C‐^31^P coupling constants have been monitored, as a function of pH, for a series of uracil and cytosine 3′‐ and 5′‐nucleotides with a ribose, arabinose, or 2′‐deoxyribose sugar. Data were also obtained for two 3′,5′‐diphosphates in the ribose and arabinose series. The geminal J(C5′‐P5′) and J(C3′‐P3′) couplings show only a small dependence on the ionization state of the phosphate, decreasing by < 0.5 Hz in the pH 5–7 range. For the ribose and arabinose 3′‐nucleotides, the vicinal J(C4′‐P3′) increase (up to 1.5 Hz) on secondary phosphate ionization in the pH 5–7 range, whereas their J(C2′‐P3′) couplings decrease (up to 1.5 Hz) over the same pH range. In contrast for the 2′‐deoxyribose molecules, both couplings decrease (∼0.5 Hz) on phosphate ionization. The titration curves provide information about the influence of the sugar on the conformation about the C3′O3′ bond. Some conformational trends could be rationalized by consideration of the sugar‐puckerdependent contact interactions between the 3′‐phosphate and the substituents on the furanose ring.

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