Synthesis and solution conformation studies of the modified nucleoside N4,2′-O-dimethylcytidine (m4Cm) and its analogues
The dimethylated ribosomal nucleoside m4Cm and its monomethylated analogues Cm and m4C were synthesized. The conformations (syn vs anti) of the three modified nucleosides and cytidine were determined by CD and 1D NOE difference spectroscopy. The ribose sugar puckers were determined by the use of proton coupling constants. The position of modification (e.g., O vs N methylation) was found to have an effect on the sugar pucker of cytidine.
ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF
The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.
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Page/Page column 623; 624
(2016/06/15)
ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF
The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.
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Page/Page column 631; 632
(2016/06/28)
Alternative nucleic acid molecules and uses thereof
The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.
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Paragraph 2174; 2178
(2015/11/09)
MODIFIED NUCLEIC ACID MOLECULES AND USES THEREOF
The present disclosure provides modified nucleosides, nucleotides, and nucleic acids, and methods of using them.
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Page/Page column 291
(2014/07/07)
Synthesis of O2'-methyluridine, O2'-methylcytidine, N4,O2'-dimethylcytidine and N4,N4,O2'-trimethylcytidine from a common intermediate.
A facile synthesis of the title compounds from a readily accessible precursor, 3',5'-O-bis-protected O4-(2-nitrophenyl)uridine, is described.
Nyilas,Chattopadhyaya
p. 826 - 830
(2007/10/02)
Methylation study of ribonucleosides, deoxyribonucleosides, and 2′-O-methylribonucleosides with trimethylsulphonium hydroxide and trimethylsulphonium iodide. Influence of the 2′-hydroxy-groups on the reactivity of the base moieties of ribonucleosides
Methylations of the naturally occuring ribonucleoside (1), deoxyribonucleoside (2), and 2′-O-methylribonucleoside (3) were carried out using trimethylsulphonium hydroxide (Me3SOH) and trimethylsulphonium iodide (Me3Sl). The base moiety of (2) and (3) are more reactive than the corresponding base moiety of (1). The sites and extent of methylation of (2) are considerably different from those of (1), but are almost identical with those of (3). The reactivities of (1)-(3) are discussed in connection to an intramolecular interaction of the 2′-OH groups with the base moiety of (1). The methylating characteristics of Me 3SOH and Me3Sl are also described. The kinetics indicate an SN2 mechanism for methylation of nucleosides by Me 3S+ ions.