2863-04-9Relevant articles and documents
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Tsumita,Chargaff
, p. 568,573,574 (1958)
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A 13Cmr study of 2'-deoxynucleotides in the syn and anti conformation
Niemczura, Walter P.,Hruska, Frank E.
, p. 472 - 478 (2007/10/02)
The geminal and vicinal 13C-31P coupling constants for the 3'- and 5'-monophosphates and 3',5'-diphosphates of thymidine and its isomer 6-methyl-2'-deoxyuridine have been obtained for aqueous solutions at various pH values.Since the thymine base is anti and the 6-methyluracil base is syn, the data provide information about the influence of the orientation about the N-glycosyl linkage on the conformation about the C(5')-O(5')(φ) and C(3')-O(3')(φ') bonds.The 3J(C4'-P5') couplings reveal a preference for the t(φ) conformer of the 5'-nucleotidyl units, in agreement with previous measurements of 1H-31P coupling constants.The 3J(C4'- P3') and 3J(C2'-P3') couplings are consistent with a preference for the t(φ') conformer for both the syn and anti 3'-nucleotidyl units.The response of these couplings to secondary ionization of the phosphate is different for the thymine and 5-methyluracil derivatives and suggests a phosphate-phosphate interaction for the syn, but not the anti, 3',5'-diphosphates.A correlation between the sugar-pucker and the φ' orientation is revealed.The 2J(C5'-P5') and 2J(C3'-P3') are relatively insensitive to the ionization state of the phosphate as well as to other structural features of the deoxyribose phosphate backbone.