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3'-O-Acetyl-2'-de-oxy-uridine.

Doboszewski B, Nazarenko AY, Nemykin VN - Acta Crystallogr Sect E Struct Rep Online (2010)

Bottom Line: The resulting pair is further connected with neighboring pairs via two similar O-H⋯O bonds involving the only hydroxyl group of the 2'-de-oxy-furan-ose fragment and the remaining carbonyl oxygen of the nucleobase.These inter-actions result in the formation of an infinite 'double band' along the b axis that can be considered as a self-assembled analogue of a polynucleotide mol-ecule with non-canonical Watson-Crick base pairs.Only weak C-H⋯O contacts exist between neighboring chains.

View Article: PubMed Central - HTML - PubMed

ABSTRACT
In the two independent but very similar mol-ecules of the title compound, C(11)H(14)N(2)O(6), both nucleobase fragments are nearly planar (both within 0.01 Å) while the furan-ose rings exhibit (2)E-endo envelope conformations. In the crystal, the two 3'-O-acetyl-2'-de-oxy-uridine mol-ecules form a pseudosymmetric dimer of two bases connected via two nearly identical resonance-assisted N-H⋯O hydrogen bonds. The resulting pair is further connected with neighboring pairs via two similar O-H⋯O bonds involving the only hydroxyl group of the 2'-de-oxy-furan-ose fragment and the remaining carbonyl oxygen of the nucleobase. These inter-actions result in the formation of an infinite 'double band' along the b axis that can be considered as a self-assembled analogue of a polynucleotide mol-ecule with non-canonical Watson-Crick base pairs. The infinite chains of 3'-O-acetyl-2'-de-oxy-uridine pairs are additionally held together by C-H⋯O inter-actions involving C atoms of the uracyl base and O atoms of carbonyl groups. Only weak C-H⋯O contacts exist between neighboring chains.

No MeSH data available.


Geometry of resonance-enhanced hydrogen bonding between two uracyl bases.
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Related In: Results  -  Collection

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Fap3: Geometry of resonance-enhanced hydrogen bonding between two uracyl bases.


3'-O-Acetyl-2'-de-oxy-uridine.

Doboszewski B, Nazarenko AY, Nemykin VN - Acta Crystallogr Sect E Struct Rep Online (2010)

Geometry of resonance-enhanced hydrogen bonding between two uracyl bases.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3050423&req=5

Fap3: Geometry of resonance-enhanced hydrogen bonding between two uracyl bases.
Bottom Line: The resulting pair is further connected with neighboring pairs via two similar O-H⋯O bonds involving the only hydroxyl group of the 2'-de-oxy-furan-ose fragment and the remaining carbonyl oxygen of the nucleobase.These inter-actions result in the formation of an infinite 'double band' along the b axis that can be considered as a self-assembled analogue of a polynucleotide mol-ecule with non-canonical Watson-Crick base pairs.Only weak C-H⋯O contacts exist between neighboring chains.

View Article: PubMed Central - HTML - PubMed

ABSTRACT
In the two independent but very similar mol-ecules of the title compound, C(11)H(14)N(2)O(6), both nucleobase fragments are nearly planar (both within 0.01 Å) while the furan-ose rings exhibit (2)E-endo envelope conformations. In the crystal, the two 3'-O-acetyl-2'-de-oxy-uridine mol-ecules form a pseudosymmetric dimer of two bases connected via two nearly identical resonance-assisted N-H⋯O hydrogen bonds. The resulting pair is further connected with neighboring pairs via two similar O-H⋯O bonds involving the only hydroxyl group of the 2'-de-oxy-furan-ose fragment and the remaining carbonyl oxygen of the nucleobase. These inter-actions result in the formation of an infinite 'double band' along the b axis that can be considered as a self-assembled analogue of a polynucleotide mol-ecule with non-canonical Watson-Crick base pairs. The infinite chains of 3'-O-acetyl-2'-de-oxy-uridine pairs are additionally held together by C-H⋯O inter-actions involving C atoms of the uracyl base and O atoms of carbonyl groups. Only weak C-H⋯O contacts exist between neighboring chains.

No MeSH data available.