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

R. U. Lemieux | Zendy; T. L. NAGABHUSHAN | Zendy; B. Paul | Zendy

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

Author(s) -

R. U. Lemieux,

T. L. NAGABHUSHAN,

B. Paul

Publication year - 1972

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v72-120

Subject(s) - vicinal , chemistry , uracil , uridine , coupling constant , dihedral angle , torsion (gastropod) , carbon 13 , proton , crystallography , stereochemistry , computational chemistry , molecule , hydrogen bond , rna , organic chemistry , physics , nuclear physics , gene , medicine , dna , biochemistry , surgery , particle physics

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 13 C2 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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