NMR spectroscopic properties (1H at 500 MHz) of deuterated* ribonucleotide-dimers ApU*, GpC*, partially deuterated 2'-deoxyribonucleotide-dimers d(TpA*), d(ApT*), d(GpC*) and their comparison with natural counterparts (1H-NMR window).
Pure 1'#,2',3',4'#,5',5''-2H6-ribonucleoside derivatives 10-14, 1'#,2',2'',3',4'#,5',5''-2H7-2'-deoxynucleoside blocks 15-18 and their natural-abundance counterparts were used to assemble partially deuterated ribonucleotide-dimers (* indicates deuteration at 1'#,2',3',4'#,5',5''(2H6)): ApU* 21, GpC* 22 and partially deuterated 2'-deoxyribonucleotide-dimers d(TpA*) 23, d(ApT*) 25, d(GpC*) 26 (* indicates deuteration at 1'#,2',2'',3',4'#,5',5''(2H7)) according to the procedure described by Földesi et al. (Tetrahedron, in press). These five partially deuterated oligonucleotides were subsequently compared with their corresponding natural-abundance counterparts by 500 MHz 1H-NMR spectroscopy to evaluate the actual NMR simplifications achieved in the non-deuterated part (1H-NMR window) as a result of specific deuterium incorporation. Detailed one-dimensional 1H-NMR (500 MHz), two-dimensional correlation spectra (DQF-COSY and TOCSY) and deuterium isotope effect on the chemical shifts of oligonucleotides have been presented.
Földesi
A
A
Department of Bioorganic Chemistry, University of Uppsala, Sweden.
Nilson
F P
FP
Glemarec
C
C
Gioeli
C
C
Chattopadhyaya
J
J
D001704:Biopolymers; D003854:Deoxyribonucleotides / Q000737:chemistry*; D003903:Deuterium; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011522:Protons; D012265:Ribonucleotides / Q000737:chemistry*
D001704:Biopolymers; D003854:Deoxyribonucleotides; D011522:Protons; D012265:Ribonucleotides; D003903:Deuterium