The X-ray crystal and molecular structure of the nucleoside β-uridine

Green, E. A.; Shiono, R.; Rosenstein, R. D.; Abraham, Donald J.

doi:10.1039/c29710000053

Cited by 17 publications

(9 citation statements)

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“…The results have been summarized elsewhere (Green, Shiono, Rosenstein & Abraham, 1971). The second set of data was then collected with Mo Kc~ radiation.…”

Section: Structure Determination and Initial Refinementmentioning

confidence: 99%

The crystal structure of uridine

Green¹,

Rosenstein²,

Shiono³

et al. 1975

Acta Crystallogr Sect B

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102

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Crystals of uridine, C9HI2N206, are monoclinic, space group P21 with a=4.981 (4), b= 14.649 (8), c= 13"964 (8)A, fl= 95"45 (8) ° and Z= 4, The structure was solved by the direct method and refined by least-squares calculations, using Ni-filtered Cu Ke diffractometer data. The final R index was 0.033 for 2232 reflections, and the standard deviations in the atomic positions are about 0.003 A. The two independent molecules have very similar conformations; the conformation about the glycosidic bond is anti, the sugar ring is puckered with C(Y) endo, and the conformation about C(4")-C(5') is gauchegauche.

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“…The results have been summarized elsewhere (Green, Shiono, Rosenstein & Abraham, 1971). The second set of data was then collected with Mo Kc~ radiation.…”

Section: Structure Determination and Initial Refinementmentioning

confidence: 99%

The crystal structure of uridine

Green¹,

Rosenstein²,

Shiono³

et al. 1975

Acta Crystallogr Sect B

Self Cite

102

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“…(T c S) absorption spectra were obtained by the ingenious method developed by Evans (8). The (0-0) bands observed in this study, along with that previously reported for benzene (8c), are given in Table 1.…”

Section: Resultsmentioning

confidence: 99%

“…In this respect, triplet energy transfer from these compounds to biacetyl appears to be more efficient than to c-B-2. In view of these considerations, we felt it would be useful to determine the triplet state energies by the relatively straightforward method of Evans (8), and to obtain confirmation by examining phosphorescent emission from low temperature matrices, in an attempt to clarify these energy relationships. The trifluorobenzenes were purified by temperature programmed preparative chromatography using carbowax 20M and di-isodecylphthalate columns with helium carrier.…”

Section: Introductionmentioning

confidence: 99%

On the Triplet Energies of the Trifluorobenzenes and of cis-Butene-2

Semeluk¹,

Stevens²

1971

Can. J. Chem.

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Evans' method of high pressure oxygen induced singlet-triplet absorption spectra were used to estimate the triplet energies of the title compounds. Phosphorescent emission spectra from EPA glassy matrix at 77 "K were taken for the trifluorobenzenes. The &O bands of the T + S absorption indicate that the triplet energy of cis-butene-2 is lower than that of all three trifluorobenzenes.La mithode d'induction des spectres d'absorption singulet-triplet par I'oxygene sous pression decrite par Evans a Ct C utilisde pour estimer l'dnergie des niveaux triplets des composes mentiomCs dans le titre. Les spectres d'emission de phosphorescence des trifluorobenzenes en solution dans une matrice de EPA it 77 O K ont dtd enregistres. Les bandes &O obtenues du spectre d'absorption T + S indiquent que l'dnergie de l'Ctat triplet du cis-butene-2 est inferieure a celles des trois trifluorobenz6nes.

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“…The latter conformation is highly implausible since the uracil residue would be strongly eclipsed with either the C1-04 or C1-C2 bonds. The conformation of uridine was recently determined in the crystalline state (22). The compound was found to exist in two conformers per asymmetric crystal unit with 4,,,,, .…”

Section: Cdci3mentioning

confidence: 99%

Relationship of ¹³C to Vicinal ¹H Coupling to the Torsion Angle in Uridine and Related Structures

Lemieux¹,

Nagabhushan²,

Paul³

1972

Can. J. Chem.

172

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Uracil was prepared enriched at C2 with carbon-13 and converted into uridine from which 2,5′-anhydro-1-β-D-ribo-furanosyl and 2,2′-anhydro-1-β-D-arabino-furanosyl uracil were prepared. The 13C2 to vicinal proton coupling constants for these compounds were measured and are compared in terms of the expected torsion angles defined by the two atoms. The evidence suggests the existence of a Karplus-type relationship as is found for vicinal proton coupling. The data establish the anti conformation for uridine in solution.

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The X-ray crystal and molecular structure of the nucleoside β-uridine

Cited by 17 publications

References 0 publications

The crystal structure of uridine

The crystal structure of uridine

On the Triplet Energies of the Trifluorobenzenes and of cis-Butene-2

Relationship of ¹³C to Vicinal ¹H Coupling to the Torsion Angle in Uridine and Related Structures

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The X-ray crystal and molecular structure of the nucleoside β-uridine

Cited by 17 publications

References 0 publications

The crystal structure of uridine

The crystal structure of uridine

On the Triplet Energies of the Trifluorobenzenes and of cis-Butene-2

Relationship of 13C to Vicinal 1H Coupling to the Torsion Angle in Uridine and Related Structures

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Relationship of ¹³C to Vicinal ¹H Coupling to the Torsion Angle in Uridine and Related Structures