65551-68-0Relevant academic research and scientific papers
Towards a Molecular Understanding of Cation-Anion Interactions and Self-aggregation of Adeninate Salts in DMSO by NMR and UV Spectroscopy and Crystallography
Buyens, Dominique M. S.,Pilcher, Lynne A.,Roduner, Emil
, p. 2025 - 2033 (2021/08/12)
Rare anionic forms of nucleic acids play a significant biological role and lead to spontaneous mutations and replication and translational errors. There is a lack of information surrounding the stability and reactivity of these forms. Ion pairs of mono-sodium and -potassium salts of adenine exist in DMSO solution with possible cation coordination sites at the N1, N7 and N9 atoms of the purine ring. At increasing concentrations π-π stacked dimers are the predominant species of aggregates followed by higher order aggregation governed by coordination to metal cations in which the type of counter ion present has a central role in the aggregate formation.
An efficient total synthesis of carbocyclic 2'-deoxyribonucleosides
Lang,Moser
, p. 1527 - 1540 (2007/10/02)
The present work describes a new and efficient method for the preparation of either racemic or enantiomerically pure carbocyclic 2'-deoxyribonucleosides 1. Key steps are the efficient assembly of the racemic carbocyclic 2'-deoxyribose core (±)-12, its enzymatic resolution, and a new approach to covalently link the purine and pyrimidine bases with the cyclopentane moiety via the cyclic sulfate (+)-19. This total synthesis of enantiomerically pure and racemic carbocyclic 2'-deoxyribonucleosides 1 represents one of the most efficient approaches reported to date. Starting from cyclopentadiene, the four carbocycles corresponding to the naturally occurring 2'-deoxyribonucleosides could be prepared in 12 steps and 9-12% overall yield. For the corresponding racemic compounds, 10 steps were used with overall yields between 22 and 30%.
